3 article(s) from Vil’, Vera A
The named transformations considered in this review.
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The Baeyer–Villiger oxidation.
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The general mechanism of the peracid-promoted Baeyer–Villiger oxidation.
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General mechanism of the Lewis acid-catalyzed Baeyer–Villiger rearrangement.
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The theoretically studied mechanism of the BV oxidation reaction promoted by H2O2 and the Lewis aci...
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Proton movements in the transition states of the Baeyer–Villiger oxidation.
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The dependence of the course of the Baeyer–Villiger oxidation on the type of O–O-bond cleavage in t...
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The acid-catalyzed Baeyer–Villiger oxidation of cyclic epoxy ketones 22.
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Oxidation of isophorone oxide 29.
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Synthesis of acyl phosphate 32 from acyl phosphonate 31.
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Synthesis of aflatoxin B2 (36).
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The Baeyer–Villiger rearrangement of ketones 37 to lactones 38.
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Synthesis of 3,4-dimethoxybenzoic acid (40) via Baeyer–Villiger oxidation.
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Oxone transforms α,β-unsaturated ketones 43 into vinyl acetates 44.
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The Baeyer–Villiger oxidation of ketones 45 using diaryl diselenide and hydrogen peroxide.
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Baeyer–Villiger oxidation of (E)-2-methylenecyclobutanones.
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Oxidation of β-ionone (56) by H2O2/(BnSe)2 with formation of (E)-2-(2,6,6-trimethylcyclohex-1-en-1-...
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The mechanism of oxidation of ketones 58a–f by hydrogen peroxide in the presence of arsonated polys...
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Oxidation of ketone (58b) by H2O2 to 6-methylcaprolactone (59b) catalyzed by Pt complex 66·BF4.
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Oxidation of ketones 67 with H2O2 in the presence of [(dppb}Pt(µ-OH)]22+.
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The mechanism of oxidation of ketones 67 in the presence of [(dppb}Pt(µ-OH)]22+ and H2O2.
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Oxidation of benzaldehydes 69 in the presence of the H2O2/MeReO3 system.
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Oxidation of acetophenones 72 in the presence of the H2O2/MeReO3 system.
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Baeyer–Villiger oxidation of 2-adamantanone (45c) in the presence of Sn-containing mesoporous silic...
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Aerobic Baeyer–Villiger oxidation of ketones 76 using metal-free carbon.
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A regioselective Baeyer-Villiger oxidation of functionalized cyclohexenones 78 into a dihydrooxepin...
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The oxidation of aldehydes and ketones 80 by H2O2 catalyzed by Co4HP2Mo15V3O62.
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The cleavage of ketones 82 with hydrogen peroxide in alkaline solution.
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Oxidation of ketones 85 to esters 86 with H2O2–urea in the presence of KHCO3.
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Mechanism of the asymmetric oxidation of cyclopentane-1,2-dione 87a with the Ti(OiPr)4/(+)DET/t-BuO...
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The oxidation of cis-4-tert-butyl-2-fluorocyclohexanone (93) with m-chloroperbenzoic acid.
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The mechanism of the asymmetric oxidation of 3-substituted cyclobutanone 96a in the presence of chi...
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Enantioselective Baeyer–Villiger oxidation of cyclic ketones 98.
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Regio- and enantioselective Baeyer–Villiger oxidation of cyclic ketones 101.
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The proposed mechanism of the Baeyer–Villiger oxidation of acetal 105f.
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Synthesis of hydroxy-10H-acridin-9-one 117 from tetramethoxyanthracene 114.
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The Baeyer–Villiger oxidation of the fully substituted pyrrole 120.
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The Criegee rearrangement.
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The mechanism of the Criegee reaction of a peracid with a tertiary alcohol 122.
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Criegee rearrangement of decaline ethylperoxoate 127 into ketal 128.
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The ionic cleavage of 2-methoxy-2-propyl perester 129.
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The Criegee rearrangement of α-methoxy hydroperoxide 136.
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Synthesis of enol esters and acetals via the Criegee rearrangement.
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Proposed mechanism of the transformation of 1-hydroperoxy-2-oxabicycloalkanones 147a–d.
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Transformation of 3-hydroxy-1,2-dioxolanes 151 into diketone derivatives 152.
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Criegee rearrangement of peroxide 153 with the mono-, di-, and tri-O-insertion.
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The sequential Criegee rearrangements of adamantanes 157a,b.
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Synthesis of diaryl carbonates 160a–d from triarylmethanols 159a–d through successive oxygen insert...
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The synthesis of sesquiterpenes 162 from ketone 161 with a Criegee rearrangement as one key step.
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Synthesis of trans-hydrindan derivatives 164, 165.
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The Hock rearrangement.
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The general scheme of the cumene process.
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The Hock rearrangement of aliphatic hydroperoxides.
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The mechanism of solvolysis of brosylates 174a–c and spiro cyclopropyl carbinols 175a–c in THF/H2O2....
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The fragmentation mechanism of hydroperoxy acetals 178 to esters 179.
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The acid-catalyzed rearrangement of phenylcyclopentyl hydroperoxide 181.
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The peroxidation of tertiary alcohols in the presence of a catalytic amount of acid.
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The acid-catalyzed reaction of bicyclic secondary alcohols 192 with hydrogen peroxide.
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The photooxidation of 5,6-disubstituted 3,4-dihydro-2H-pyrans 196.
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The oxidation of tertiary alcohols 200a–g, 203a,b, and 206.
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Transformation of functional peroxide 209 leading to 2,3-disubstitued furans 210 in one step.
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The synthesis of carbazoles 213 via peroxide rearrangement.
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The construction of C–N bonds using the Hock rearrangement.
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The synthesis of moiety 218 from 217 which is a structural motif in the antitumor–antibiotic of CC-...
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The in vivo oxidation steps of cholesterol (219) by singlet oxygen.
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The proposed mechanism of the rearrangement of cholesterol-5α-OOH 220.
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Photochemical route to artemisinin via Hock rearrangement of 223.
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The Kornblum–DeLaMare rearrangement.
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Kornblum–DeLaMare transformation of 1-phenylethyl tert-butyl peroxide (225).
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The synthesis 4-hydroxyenones 230 from peroxide 229.
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The Kornblum–DeLaMare rearrangement of peroxide 232.
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The reduction of peroxide 234.
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The Kornblum–DeLaMare rearrangement of endoperoxide 236.
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The rearrangement of peroxide 238 under Kornblum–DeLaMare conditions.
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The proposed mechanism of rearrangement of peroxide 238.
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The Kornblum–DeLaMare rearrangement of peroxides 242a,b.
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The base-catalyzed rearrangements of bicyclic endoperoxides having electron-withdrawing substituent...
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The base-catalyzed rearrangements of bicyclic endoperoxides 249a,b having electron-donating substit...
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The base-catalyzed rearrangements of bridge-head substituted bicyclic endoperoxides 251a,b.
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The Kornblum–DeLaMare rearrangement of hydroperoxide 253.
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Synthesis of β-hydroxy hydroperoxide 254 from endoperoxide 253.
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The amine-catalyzed rearrangement of bicyclic endoperoxide 263.
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The base-catalyzed rearrangement of meso-endoperoxide 268 into 269.
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The photooxidation of 271 and subsequent Kornblum–DeLaMare reaction.
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The Kornblum–DeLaMare rearrangement as one step in the oxidation reaction of enamines.
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The Kornblum–DeLaMare rearrangement of 3,5-dihydro-1,2-dioxenes 284, 1,2-dioxanes 286, and tert-but...
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The Kornblum–DeLaMare rearrangement of epoxy dioxanes 290a–d.
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Rearrangement of prostaglandin H2 292.
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The synthesis of epicoccin G (297).
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The Kornblum–DeLaMare rearrangement used in the synthesis of phomactin A.
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The Kornblum–DeLaMare rearrangement in the synthesis of 3H-quinazolin-4-one 303.
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The Kornblum–DeLaMare rearrangement in the synthesis of dolabriferol (308).
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Sequential transformation of 3-substituted 2-pyridones 309 into 3-hydroxypyridine-2,6-diones 311 in...
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The Kornblum–DeLaMare rearrangement of peroxide 312 into hydroxy enone 313.
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The Kornblum–DeLaMare rearrangement in the synthesis of polyfunctionalized carbonyl compounds 317.
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The Kornblum–DeLaMare rearrangement in the synthesis of (Z)-β-perfluoroalkylenaminones 320.
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The Kornblum–DeLaMare rearrangement in the synthesis of γ-ketoester 322.
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The Kornblum–DeLaMare rearrangement in the synthesis of diterpenoids 326 and 328.
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The synthesis of natural products hainanolidol (331) and harringtonolide (332) from peroxide 329.
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The synthesis of trans-fused butyrolactones 339 and 340.
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The synthesis of leucosceptroid C (343) and leucosceptroid P (344) via the Kornblum–DeLaMare rearra...
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The Dakin oxidation of arylaldehydes or acetophenones.
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The mechanism of the Dakin oxidation.
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A solvent-free Dakin reaction of aromatic aldehydes 356.
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The organocatalytic Dakin oxidation of electron-rich arylaldehydes 358.
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The Dakin oxidation of electron-rich arylaldehydes 361.
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The Dakin oxidation of arylaldehydes 358 in water extract of banana (WEB).
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A one-pot approach towards indolo[2,1-b]quinazolines 364 from indole-3-carbaldehydes 363 through th...
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The synthesis of phenols 367a–c from benzaldehydes 366a-c via acid-catalyzed Dakin oxidation.
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Possible transformation paths of the highly polarized boric acid coordinated H2O2–aldehyde adduct 3...
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The Elbs oxidation of phenols 375 to hydroquinones.
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The mechanism of the Elbs persulfate oxidation of phenols 375 affording p-hydroquinones 376.
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Oxidation of 2-pyridones 380 under Elbs persulfate oxidation conditions.
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Synthesis of 3-hydroxy-4-pyridone (384) via an Elbs oxidation of 4-pyridone (382).
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The Schenck rearrangement.
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The Smith rearrangement.
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Three main pathways of the Schenck rearrangement.
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The isomerization of hydroperoxides 388 and 389.
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Trapping of dioxacyclopentyl radical 392 by oxygen.
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The hypothetical mechanism of the Schenck rearrangement of peroxide 394.
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The autoxidation of oleic acid (397) with the use of labeled isotope 18O2.
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The rearrangement of 18O-labeled hydroperoxide 400 under an atmosphere of 16O2.
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The rearrangement of the oleate-derived allylic hydroperoxides (S)-421 and (R)-425.
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Mechanisms of Schenck and Smith rearrangements.
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The rearrangement and cyclization of 433.
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The Wieland rearrangement.
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The rearrangement of bis(triphenylsilyl) 439 or bis(triphenylgermyl) 441 peroxides.
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The oxidative transformation of cyclic ketones.
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The hydroxylation of cyclohexene (447) in the presence of tungstic acid.
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The oxidation of cyclohexene (447) under the action of hydrogen peroxide.
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The reaction of butenylacetylacetone 455 with hydrogen peroxide.
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The oxidation of bridged 1,2,4,5-tetraoxanes.
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The proposed mechanism for the oxidation of bridged 1,2,4,5-tetraoxanes.
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The rearrangement of ozonides.
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The acid-catalyzed oxidative rearrangement of malondialdehydes 462 under the action of H2O2.
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Pathways of the Lewis acid-catalyzed cleavage of dialkyl peroxides 465 and ozonides 466.
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The mechanism of the transformation of (tert-butyldioxy)cyclohexanedienones 472.
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The synthesis of Vitamin K3 from 472a.
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Proposed mechanism for the transformation of 478d into silylated endoperoxide 479d.
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The rearrangement of hydroperoxide 485 to form diketone 486.
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The base-catalyzed rearrangement of cyclic peroxides 488a–g.
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Synthesis of chiral epoxides and aldols from peroxy hemiketals 491.
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The multistep transformation of (R)-carvone (494) to endoperoxides 496a–e.
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The decomposition of anthracene endoperoxide 499.
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Synthesis of esters 503 from aldehydes 501 via rearrangement of peroxides 502.
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Two possible paths for the base-promoted decomposition of α-azidoperoxides 502.
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The Story decomposition of cyclic diperoxide 506a.
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The Story decomposition of cyclic triperoxide 506b.
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The thermal rearrangement of endoperoxides A into diepoxides B.
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The transformation of peroxide 510 in the synthesis of stemolide (511).
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The possible mechanism of the rearrangement of endoperoxide 261g.
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The photooxidation of indene 517.
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The isomerization of ascaridole (523).
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The isomerization of peroxide 525.
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The thermal transformation of endoperoxide 355.
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The photooxidation of cyclopentadiene (529) at a temperature higher than 0 °C.
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The thermal rearrangement of endoperoxides 538a,b.
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The transformation of peroxides 541.
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The thermal rearrangements of strained cyclic peroxides.
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The thermal rearrangement of diacyl peroxide 551 in the synthesis of C4-epi-lomaiviticin B core 553....
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The 1O2 oxidation of tryptophan (554) and rearrangement of dioxetane intermediate 555.
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The Fe(II)-promoted cleavage of aryl-substituted bicyclic peroxides.
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The proposed mechanism of the Fe(II)-promoted rearrangement of 557a–c.
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The reaction of dioxolane 563 with Fe(II) sulfate.
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Fe(II)-promoted rearrangement of 1,2-dioxane 565.
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Fe(II) cysteinate-promoted rearrangement of 1,2-dioxolane 568.
Jump to Scheme 165
The transformation of 1,2-dioxanes 572a–c under the action of FeCl2.
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Fe(II) cysteinate-promoted transformation of tetraoxane 574.
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The CoTPP-catalyzed transformation of bicyclic endoperoxides 600a–d.
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The CoTPP-catalyzed transformation of epoxy-1,2-dioxanes.
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The Ru(II)-catalyzed reactions of 1,4-endoperoxide 261g.
Jump to Scheme 170
The Ru(II)-catalyzed transformation as a key step in the synthesis of elyiapyrone A (610) from 1,4-...
Jump to Scheme 171
Peroxides with antimalarial activity.
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The interaction of iron ions with artemisinin (616).
Jump to Scheme 173
The interaction of FeCl2 with 1,2-dioxanes 623, 624.
Jump to Scheme 174
The mechanism of reaction 623 and 624 with Fe(II)Cl2.
Jump to Scheme 175
The reaction of bicyclic natural endoperoxides G3-factors 631–633 with FeSO4.
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The transformation of terpene cardamom peroxide 639.
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The different ways of the cleavage of tetraoxane 643.
Jump to Scheme 178
The LC–MS analysis of interaction of tetraoxane 646 with iron(II)heme 647.
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The rearrangement of 3,6-epidioxy-1,10-bisaboladiene (EDBD, 649).
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Easily oxidized substrates.
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Biopathway of synthesis of prostaglandins.
Jump to Scheme 182
The reduction and rearrangements of isoprostanes.
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The partial mechanism for linoleate 658 oxidation.
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The transformation of lipid hydroperoxide.
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The acid-catalyzed cleavage of the product from free-radical oxidation of cholesterol (667).
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Two pathways of catechols oxidation.
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Criegee-like or Hock-like rearrangement of the intermediate hydroperoxide 675 in dioxygenase enzyme...
Jump to Scheme 188
Carotinoides 679 cleavage by carotenoid cleavage dioxygenases.
Jump to Scheme 189
Beilstein J. Org. Chem. 2016, 12, 1647–1748, doi:10.3762/bjoc.12.162
Cross-dehydrogenative C–O coupling.
Regioselective ortho-acetoxylation of meta-substituted arylpyridines and N-arylamides.
ortho-Acyloxylation and alkoxylation of arenes directed by pyrimidine, benzoxazole, benzimidazole a...
Cu(OAc)2/AgOTf/O2 oxidative system in the ortho-alkoxylation of arenes.
Pd(OAc)2/persulfate oxidative system in the ortho-alkoxylation and acetoxylation of arenes with nit...
ortho-Acetoxylation and methoxylation of O-methyl aryl oximes, N-phenylpyrrolidin-2-one, and (3-ben...
Ruthenium-catalyzed ortho-acyloxylation of acetanilides.
Acetoxylation and alkoxylation of arenes with amide directing group using Pd(OAc)2/PhI(OAc)2 oxidat...
Alkoxylation of azoarenes, 2-aryloxypyridines, picolinamides, and N-(1-methyl-1-(pyridin-2-yl)ethyl...
Acetoxylation of compounds containing picolinamide and quinoline-8-amine moieties using the Pd(OAc)2...
(CuOH)2CO3 catalyzed oxidative ortho-etherification using air as oxidant.
Copper-catalyzed aerobic alkoxylation and aryloxylation of arenes containing pyridine-N-oxide moiet...
Cobalt-catalyzed aerobic alkoxylation of arenes and alkenes containing pyridine N-oxide moiety.
Non-symmetric double-fold C–H ortho-acyloxylation.
N-nitroso directed ortho-alkoxylation of arenes.
Selective alkoxylation and acetoxylation of alkyl groups.
Acetoxylation of 2-alkylpyridines and related compounds.
Acyloxylation and alkoxylation of alkyl fragments of substrates containing amide or sulfoximine dir...
Palladium-catalyzed double sp3 C–H alkoxylation of N-(quinolin-8-yl)amides for the synthesis of sym...
Copper-catalyzed acyloxylation of methyl groups of N-(quinolin-8-yl)amides.
One-pot acylation and sp3 C–H acetoxylation of oximes.
Possible mechanism of oxidative esterification catalyzed by N-heterocyclic nucleophilic carbene.
Oxidative esterification employing stoichiometric amounts of aldehydes and alcohols.
Selective oxidative coupling of aldehydes with alcohols in the presence of amines.
Iodine mediated oxidative esterification.
Oxidative C–O coupling of benzyl alcohols with methylarenes under the action of Bu4NI/t-BuOOH syste...
Oxidative coupling of methyl- and ethylarenes with aromatic aldehydes under the action of Bu4NI/t-B...
Cross-dehydrogenative C–O coupling of aldehydes with t-BuOOH in the presence of Bu4NI.
Bu4NI-catalyzed α-acyloxylation reaction of ethers and ketones with aldehydes and t-BuOOH.
Oxidative coupling of aldehydes with N-hydroxyimides and hexafluoroisopropanol.
Oxidative coupling of alcohols with N-hydroxyimides.
Oxidative coupling of aldehydes and primary alcohols with N-hydroxyimides using (diacetoxyiodo)benz...
Proposed mechanism of the oxidative coupling of aldehydes and N-hydroxysuccinimide under action of ...
Oxidative coupling of aldehydes with pivalic acid (172).
Oxidative C–O coupling of aldehydes with alkylarenes using the Cu(OAc)2/t-BuOOH system.
Copper-catalyzed acyloxylation of C(sp3)-H bond adjacent to oxygen in ethers using benzyl alcohols.
Oxidative C–O coupling of aromatic aldehydes with cycloalkanes.
Ruthenium catalyzed cross-dehydrogenative coupling of primary and secondary alcohols.
Cross-dehydrogenative C–O coupling reactions of β-dicarbonyl compounds with sulfonic acids, acetic ...
Acyloxylation of ketones, aldehydes and β-dicarbonyl compounds using carboxylic acids and Bu4NI/t-B...
Acyloxylation of ketones using Bu4NI/t-BuOOH system.
Cross-dehydrogenative C–O coupling of β-dicarbonyl compounds and their heteroanalogues with N-hydro...
Cross-dehydrogenative C–O coupling of β-dicarbonyl compounds and their heteroanalogues with t-BuOOH....
Oxidative C–O coupling of 2,6-dialkylphenyl-β-keto esters and thioesters with tert-butyl hydroxycar...
α’-Acyloxylation of α,β-unsaturated ketones using KMnO4.
Possible mechanisms of the acetoxylation at the allylic position of alkenes by Pd(OAc)2.
Products of the oxidation of terminal alkenes by Pd(II)/AcOH/oxidant system.
Acyloxylation of terminal alkenes with carboxylic acids.
Synthesis of linear E-allyl esters by cross-dehydrogenative coupling of terminal alkenes wih carbox...
Pd(OAc)2-catalyzed acetoxylation of Z-vinyl(triethylsilanes).
α’-Acetoxylation of α-acetoxyalkenes with copper(II) chloride in acetic acid.
Oxidative acyloxylation at the allylic position of alkenes and at the benzylic position of alkylare...
Copper-catalyzed alkoxylation of methylheterocyclic compounds using di-tert-butylperoxide as oxidan...
Oxidative C–O coupling of methylarenes with β-dicarbonyl compounds or phenols.
Copper-catalyzed esterification of methylbenzenes with cyclic ethers and cycloalkanes.
Oxidative C–O coupling of carboxylic acids with toluene catalyzed by Pd(OAc)2.
Oxidative acyloxylation at the allylic position of alkenes with carboxylic acids using the Bu4NI/t-...
Cross-dehydrogenative C–O coupling of carboxylic acids with alkylarenes using the Bu4NI/t-BuOOH sys...
Oxidative C–O cross-coupling of methylarenes with ethyl or isopropylarenes.
Phosphorylation of benzyl C–H bonds using the Bu4NI/t-BuOOH oxidative system.
Selective C–H acetoxylation of 2,3-disubstituted indoles.
Acetoxylation of benzylic position of alkylarenes using DDQ as oxidant.
C–H acyloxylation of diarylmethanes, 3-phenyl-2-propen-1-yl acetate and dimethoxyarene using DDQ.
Cross-dehydrogenative C–O coupling of 1,3-diarylpropylenes and 1,3-diarylpropynes with alcohols.
One-pot azidation and C–H acyloxylation of 3-chloro-1-arylpropynes.
Cross-dehydrogenative C–O coupling of 1,3-diarylpropylenes, (E)-1-phenyl-2-isopropylethylene and is...
Cross-dehydrogenative C–O coupling of alkylarenes and related compounds with N-hydroxyphthalimide.
Acetoxylation at the benzylic position of alkylarenes mediated by N-hydroxyphthalimide.
C–O coupling of methylarenes with aromatic carboxylic acids employing the NaBrO3/NaHSO3 system.
tert-Butyl peroxidation of allyl, propargyl and benzyl ethers catalyzed by Fe(acac)3.
Cross-dehydrogenative C–O coupling of ethers with carboxylic acids mediated by Bu4NI/t-BuOOH system....
Oxidative acyloxylation of dimethylamides and dioxane with 2-aryl-2-oxoacetic acids accompanied by ...
tert-Butyl peroxidation of N-benzylamides and N-allylbenzamide using the Bu4NI/t-BuOOH system.
Cross-dehydrogenative C–O coupling of aromatic carboxylic acids with ethers using Fe(acac)3 as cata...
Cross-dehydrogenative C–O coupling of cyclic ethers with 2-hydroxybenzaldehydes using iron carbonyl...
Cross-dehydrogenative C–O coupling of ethers with β-dicarbonyl compounds and phenols using copper c...
Cross-dehydrogenative C–O coupling of 2-hydroxybenzaldehyde with dioxane catalyzed by Cu2(BPDC)2(BP...
Ruthenium chloride-catalyzed acyloxylation of β-lactams.
Ruthenium-catalyzed tert-butyl peroxydation amides and acetoxylation of β-lactams.
PhI(OAc)2-mediated α,β-diacetoxylation of tertiary amines.
Electrochemical oxidative methoxylation of tertiary amines.
Cross-dehydrogenative C–O coupling of ketene dithioacetals with carboxylic acids in the presence of...
Cross-dehydrogenative C–O coupling of enamides with carboxylic acids using iodosobenzene as oxidant....
Oxidative alkoxylation, acetoxylation, and tosyloxylation of acylanilides using PhI(O(O)CCF3)2 in t...
Proposed mechanism of the oxidative C–O coupling of actetanilide with O-nucleophiles in the presenc...
Three-component coupling of aldehydes, anilines and alcohols involving oxidative intermolecular C–O...
Oxidative coupling of phenols with alcohols.
2-Acyloxylation of quinoline N-oxides with arylaldehydes in the presence of the CuOTf/t-BuOOH syste...
Cross-dehydrogenative C–O coupling of azoles with primary alcohols.
Oxidation of dipyrroles to dipyrrins and subsequent oxidative alkoxylation in the presence of Na3Co...
Oxidative dehydrogenative carboxylation of alkanes and cycloalkanes to allylic esters.
Pd-catalyzed acetoxylation of benzene.
Beilstein J. Org. Chem. 2015, 11, 92–146, doi:10.3762/bjoc.11.13
Five and six-membered cyclic peroxides.
Artemisinin and semi-synthetic derivatives.
Jump to Figure 2
Synthesis of 3-hydroxy-1,2-dioxolanes 3a–c.
Synthesis of dioxolane 6.
Photooxygenation of oxazolidines 7a–d with formation of spiro-fused oxazolidine-containing dioxolan...
Oxidation of cyclopropanes 10a–e and 11a–e with preparation of 1,2-dioxolanes 12a–e.
VO(acac)2-catalyzed oxidation of silylated bicycloalkanols 13a–c.
Mn(II)-catalyzed oxidation of cyclopropanols 15a–g.
Oxidation of aminocyclopropanes 20a–c.
Synthesis of aminodioxolanes 24.
Trifluoromethyl-containing dioxolane 25.
Jump to Figure 3
Synthesis of 1,2-dioxolanes 27a–e by the oxidation of cyclopropanes 26a–e.
Photoinduced oxidation of methylenecyclopropanes 28.
Application of diazene 34 for dioxolane synthesis.
Mn(OAc)3-catalyzed cooxidation of arylacetylenes 37a–h and acetylacetone with atmospheric oxygen.
Peroxidation of (2-vinylcyclopropyl)benzene (40).
Peroxidation of 1,4-dienes 43a,b.
Peroxidation of 1,5-dienes 46.
Peroxidation of oxetanes 53a,b.
Peroxidation of 1,6-diene 56.
Synthesis of 3-alkoxy-1,2-dioxolanes 62a,b.
Synthesis of spiro-bis(1,2-dioxolane) 66.
Synthesis of dispiro-1,2-dioxolanes 68, 70, 71.
Synthesis of spirohydroperoxydioxolanes 75a,b.
Synthesis of spirohydroperoxydioxolane 77 and dihydroperoxydioxolane 79.
Ozonolysis of azepino[4,5-b]indole 80.
SnCl4-mediated fragmentation of ozonides 84a–l in the presence of allyltrimethylsilane.
SnCl4-mediated fragmentation of bicyclic ozonide 84m in the presence of allyltrimethylsilane.
MCl4-mediated fragmentation of alkoxyhydroperoxides 96 in the presence of allyltrimethylsilane.
SnCl4-catalyzed reaction of monotriethylsilylperoxyacetal 108 with alkene 109.
SnCl4-catalyzed reaction of triethylsilylperoxyacetals 111 with alkenes.
Desilylation of tert-butyldimethylsilylperoxy ketones 131a,b followed by cyclization.
Deprotection of peroxide 133 followed by cyclization.
Asymmetric peroxidation of methyl vinyl ketones 137a–e.
Et2NH-catalyzed intramolecular cyclization.
Synthesis of oxodioxolanes 143a–j.
Haloperoxidation accompanied by intramolecular ring closure.
Oxidation of triterpenes 149a–d with Na2Cr2O7/N-hydroxysuccinimide.
Curtius and Wolff rearrangements to form 1,2-dioxolane ring-retaining products.
Oxidative desilylation of peroxide 124.
Synthesis of dioxolane 158, a compound containing the aminoquinoline antimalarial pharmacophore.
Diastereomers of plakinic acid A, 162a and 162b.
Ozonolysis of alkenes.
Cross-ozonolysis of alkenes 166 with carbonyl compounds.
Ozonolysis of the bicyclic cyclohexenone 168.
Cross-ozonolysis of enol ethers 172a,b with cyclohexanone.
Reactions of aryloxiranes 177a,b with oxygen.
Intramolecular formation of 1,2,4-trioxolane 180.
Formation of 1,2,4-trioxolane 180 by the reaction of 1,5-ketoacetal 181 with H2O2.
1,2,4-Trioxolane 186 with tetrazole fragment.
1,2,4-Trioxolane 188 with a pyridine fragment.
1,2,4-Trioxolane 189 with pyrimidine fragment.
Synthesis of aminoquinoline-containing 1,2,4-trioxalane 191.
Synthesis of arterolane.
Oxidation of diarylheptadienes 197a–c with singlet oxygen.
Synthesis of hexacyclinol peroxide 200.
Oxidation of enone 201 and enenitrile 203 with singlet oxygen.
Synthesis of 1,2-dioxanes 207 by oxidative coupling of carbonyl compounds 206 and alkenes 205.
1,2-Dioxanes 209 synthesis by co-oxidation of 1,5-dienes 208 and thiols.
Synthesis of bicyclic 1,2-dioxanes 212 with aryl substituents.
Isayama–Mukaiyama peroxysilylation of 1,5-dienes 213 followed by desilylation under acidic conditio...
Synthesis of bicycle 218 with an 1,2-dioxane ring.
Intramolecular cyclization with an oxirane-ring opening.
Inramolecular cyclization with the oxetane-ring opening.
Intramolecular cyclization with the attack on a keto group.
Peroxidation of the carbonyl group in unsaturated ketones 228 followed by cyclization of hydroperox...
CsOH and Et2NH-catalyzed cyclization.
Preparation of peroxyplakoric acid methyl ethers A and D.
Hg(OAc)2 in 1,2-dioxane synthesis.
Reaction of 1,4-diketones 242 with hydrogen peroxide.
Inramolecular cyclization with oxetane-ring opening.
Inramolecular cyclization with MsO fragment substitution.
Synthesis of 1,2-dioxane 255a, a structurally similar compound to natural peroxyplakoric acids.
Synthesis of 1,2-dioxanes based on the intramolecular cyclization of hydroperoxides containing C=C ...
Use of BCIH in the intramolecular cyclization.
Palladium-catalyzed cyclization of δ-unsaturated hydroperoxides 271a–e.
Intramolecular cyclization of unsaturated peroxyacetals 273a–d.
Allyltrimethylsilane in the synthesis of 1,2-dioxanes 276a–d.
Intramolecular cyclization using the electrophilic center of the peroxycarbenium ion 279.
Synthesis of bicyclic 1,2-dioxanes.
Preparation of 1,2-dioxane 286.
Di(tert-butyl)peroxalate-initiated radical cyclization of unsaturated hydroperoxide 287.
Oxidation of 1,4-betaines 291a–d.
Synthesis of aminoquinoline-containing 1,2-dioxane 294.
Synthesis of the sulfonyl-containing 1,2-dioxane.
Synthesis of the amido-containing 1,2-dioxane 301.
Reaction of singlet oxygen with the 1,3-diene system 302.
Synthesis of (+)-premnalane А and 8-epi-premnalane A.
Synthesis of the diazo group containing 1,2-dioxenes 309a–e.
Jump to Figure 4
Synthesis of 6-epiplakortolide Е.
Application of Bu3SnH for the preparation of tetrahydrofuran-containing bicyclic peroxides 318a,b.
Application of Bu3SnH for the preparation of lactone-containing bicyclic peroxides 320a–f.
Dihydroxylation of the double bond in the 1,2-dioxene ring 321 with OsO4.
Epoxidation of 1,2-dioxenes 324.
Cyclopropanation of the double bond in endoperoxides 327.
Preparation of pyridazine-containing bicyclic endoperoxides 334a–c.
Synthesis of 1,2,4-trioxanes 337 by the hydroperoxidation of unsaturated alcohols 335 with 1O2 and ...
Synthesis of sulfur-containing 1,2,4-trioxanes 339.
BF3·Et2O-catalyzed synthesis of the 1,2,4-trioxanes 342a–g.
Photooxidation of enol ethers or vinyl sulfides 343.
Synthesis of tricyclic peroxide 346.
Reaction of endoperoxides 348a,b derived from cyclohexadienes 347a,b with 1,4-cyclohexanedione.
[4 + 2]-Cycloaddition of singlet oxygen to 2Н-pyrans 350.
Synthesis of 1,2,4-trioxanes 354 using peroxysilylation stage.
Epoxide-ring opening in 355 with H2O2 followed by the condensation of hydroxy hydroperoxides 356 wi...
Peroxidation of unsaturated ketones 358 with the H2O2/CF3COOH/H2SO4 system.
Synthesis of 1,2,4-trioxanes 362 through Et2NH-catalyzed intramolecular cyclization.
Reduction of the double bond in tricyclic peroxides 363.
Horner–Wadsworth–Emmons reaction in the presence of peroxide group.
Reduction of ester group by LiBH4 in the presence of 1,2,4-trioxane moiety.
Reductive amination of keto-containing 1,2,4-trioxane 370.
Reductive amination of keto-containing 1,2,4-trioxane and a Fe-containing moiety.
Acid-catalyzed reactions of Н2О2 with ketones and aldehydes 374.
Cyclocondensation of carbonyl compounds 376a–d using Me3SiOOSiMe3/CF3SO3SiMe3.
Peroxidation of 4-methylcyclohexanone (378).
Synthesis of symmetrical tetraoxanes 382a,b from aldehydes 381a,b.
Synthesis of unsymmetrical tetraoxanes using of MeReO3.
Synthesis of symmetrical tetraoxanes using of MeReO3.
Synthesis of symmetrical tetraoxanes using of MeReO3.
MeReO3 in the synthesis of symmetrical tetraoxanes with the use of aldehydes.
Preparation of unsymmmetrical 1,2,4,5-tetraoxanes with high antimalarial activity.
Re2O7-Catalyzed synthesis of tetraoxanes 398.
H2SO4-Catalyzed synthesis of steroidal tetraoxanes 401.
HBF4-Catalyzed condensation of bishydroperoxide 402 with 1,4-cyclohexanedione.
BF3·Et2O-Catalyzed reaction of gem-bishydroperoxides 404 with enol ethers 405 and acetals 406.
HBF4-Catalyzed cyclocondensation of bishydroperoxide 410 with ketones.
Synthesis of symmetrical and unsymmetrical tetraoxanes 413 from benzaldehydes 412.
Synthesis of bridged 1,2,4,5-tetraoxanes 415a–l from β-diketones 414a–l and H2O2.
Dimerization of zwitterions 417.
Ozonolysis of verbenone 419.
Ozonolysis of O-methyl oxime 424.
Peroxidation of 1,1,1-trifluorododecan-2-one 426 with oxone.
Intramolecular cyclization of dialdehyde 428 with H2O2.
Tetraoxanes 433–435 as by-products in peroxidation of ketals 430–432.
Transformation of triperoxide 436 in diperoxide 437.
Preparation and structural modifications of tetraoxanes.
Structural modifications of steroidal tetraoxanes.
Synthesis of 1,2,4,5-tetraoxane 454 containing the fluorescent moiety.
Synthesis of tetraoxane 458 (RKA182).
Beilstein J. Org. Chem. 2014, 10, 34–114, doi:10.3762/bjoc.10.6
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