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Search for "TBHP" in Full Text gives 57 result(s) in Beilstein Journal of Organic Chemistry.
An oxidative amidation and heterocyclization approach for the synthesis of β-carbolines and dihydroeudistomin Y
- Suresh Babu Meruva,
- Akula Raghunadh,
- Raghavendra Rao Kamaraju,
- U. K. Syam Kumar and
- P. K. Dubey
Beilstein J. Org. Chem. 2014, 10, 471–480, doi:10.3762/bjoc.10.45
- product 6 was confirmed by LCMS analysis of the crude reaction mixture. However under these conditions product 6 was observed in less than 5% and our attempt to isolate the eudistomin Y (6) in pure form was not successful. The oxidation of compound 7 with oxygen, KMnO4, MnO2 and TBHP as well as
Graphical Abstract
Figure 1: Natural products containing the β-carboline skeletal.
Scheme 1: Retrosynthetic analysis of 6.
Scheme 2: Plausible mechanism of the oxidative amidation for 9.
Scheme 3: Synthesis of α-ketoamide 9.
Scheme 4: Synthesis of dihydroeudistomin Y analogues.
Scheme 5: Plausible mechanism for the formation of 7.
Scheme 6: Rearrangement of 8a into 7a and coupling interactions of 7a.
Figure 2: COSY and HSQC of 8a and 7a.
Recent applications of the divinylcyclopropane–cycloheptadiene rearrangement in organic synthesis
- Sebastian Krüger and
- Tanja Gaich
Beilstein J. Org. Chem. 2014, 10, 163–193, doi:10.3762/bjoc.10.14
- with Triton B and TBHP yielded the epoxide resulting from top-face attack. The surplus Cbz-group was then deprotected using TMSI [167][168]. The final azetidine formation took place upon refluxing in ethanol to give gelsemoxonine (197). Further synthetic applications The group of Wender applied the
Graphical Abstract
Scheme 1: Vogel’s first approach towards the divinylcyclopropane rearrangement [4] and characterization of cis-d...
Scheme 2: Transition states for the Cope rearrangement and the related DVCPR. Ts = transition state.
Scheme 3: Two possible mechanisms of trans-cis isomerizations of divinylcyclopropanes.
Scheme 4: Proposed biosynthesic pathway to ectocarpene (21), an inactive degradation product of a sexual pher...
Scheme 5: Proposed biosynthesis of occidenol (25) and related natural compounds.
Scheme 6: Gaich’s bioinspired system using the DVCPR to mimick the dimethylallyltryptophan synthase. DMAPP = ...
Scheme 7: Iguchi’s total synthesis of clavubicyclone, part 1.
Scheme 8: Iguchi’s total synthesis of clavubicyclone, part 2.
Scheme 9: Wender’s syntheses of the two pseudoguainanes confertin (50) and damsinic acid (51) and Pier’s appr...
Scheme 10: Overman’s total synthesis of scopadulcic acid B.
Scheme 11: Davies’ total syntheses of tremulenolide A and tremulenediol A.
Scheme 12: Davies formal [4 + 3] cycloaddition approach towards the formal synthesis of frondosin B.
Scheme 13: Davies and Sarpongs formal [4 + 3]-cycloaddition approach towards barekoxide (106) and barekol (107...
Scheme 14: Davies formal [4 + 3]-cycloaddition approach to 5-epi-vibsanin E (115) containing an intermediate c...
Scheme 15: Echavarren’s total synthesis of schisanwilsonene A (126) featuring an impressive gold-catalzed casc...
Scheme 16: Davies early example of a formal [4 + 3]-cycloaddition in alkaloids synthesis.
Scheme 17: Fukuyama’s total synthesis of gelsemine, part 1.
Scheme 18: Fukuyama’s total synthesis of gelsemine, featuring a divinylcyclopropane rearrangement, part 2.
Scheme 19: Kende’s total synthesis of isostemofoline, using a formal [4 + 3]-cycloaddition, including an inter...
Scheme 20: Danishefsky’s total synthesis of gelsemine, part 1.
Scheme 21: Danishefsky’s total synthesis of gelsemine, part 2.
Scheme 22: Fukuyama’s total synthesis of gelsemoxonine.
Scheme 23: Wender’s synthetic access to the core skeleton of tiglianes, daphnanes and ingenanes.
Scheme 24: Davies’ approach towards the core skeleton of CP-263,114 (212).
Scheme 25: Wood’s approach towards actinophyllic acid.
Scheme 26: Takeda’s approach towards the skeleton of the cyanthins, utilitizing the divinylcyclopropane rearra...
Scheme 27: Donaldson’s organoiron route towards the guianolide skeleton.
Scheme 28: Stoltz’s tandem Wolff/DVCPR rearrangement.
Scheme 29: Stephenson’s tandem photocatalysis/arylvinylcyclopropane rearrangement.
Scheme 30: Padwa’s rhodium cascade involving a DVCPR.
Scheme 31: Matsubara’s version of a DVCPR.
Scheme 32: Toste’s tandem gold-catalyzed Claisen-rearrangement/DVCPR.
Scheme 33: Ruthenium- and gold-catalyzed versions of tandem reactions involving a DVCPR.
Scheme 34: Tungsten, platinum and gold catalysed cycloisomerizations leading to a DVCPR.
Scheme 35: Reisman’s total synthesis of salvileucalin B, featuring an (undesired) vinylcyclopropyl carbaldehyd...
Scheme 36: Studies on the divinylepoxide rearrangement.
Scheme 37: Studies on the vinylcyclopropanecarbonyl rearrangement.
Scheme 38: Nitrogen-substituted variants of the divinylcyclopropane rearrangement.
Recent advances in transition metal-catalyzed Csp2-monofluoro-, difluoro-, perfluoromethylation and trifluoromethylthiolation
- Grégory Landelle,
- Armen Panossian,
- Sergiy Pazenok,
- Jean-Pierre Vors and
- Frédéric R. Leroux
Beilstein J. Org. Chem. 2013, 9, 2476–2536, doi:10.3762/bjoc.9.287
- . investigated the copper-catalyzed trifluoromethylation of aryl and vinyl boronic acids with in situ generated CF3-radicals using NaSO2CF3 (Table 27 and Table 28) [97]. The CF3 radical is generated from the reaction of TBHP (t-BuOOH) with NaSO2CF3. Transmetallation of the arylboronic acid with the Cu(II
- stable and inexpensive electrophilic trifluoromethyl radical source to access trifluoromethyl-substituted alkenes [62]. Cinnamic acids were reacted with sodium trifluoromethanesulfinate and a catalytic amount of copper(II) sulfate in the presence of tert-butyl hydroperoxide (TBHP) as the radical
- the reaction. The radical CF3• is generated by the reaction of TBHP with NaSO2CF3 and the catalytic source of Cu(II). The Cu(I) reduced from the former step reacts with the cinnamic acid in the presence of TBHP to afford a cupric cinnamate, which then undergoes the addition of the trifluoromethyl
Graphical Abstract
Scheme 1: Pd-catalyzed monofluoromethylation of pinacol phenylboronate [44].
Scheme 2: Cu-catalyzed monofluoromethylation with 2-PySO2CHFCOR followed by desulfonylation [49].
Scheme 3: Cu-catalyzed difluoromethylation with α-silyldifluoroacetates [57].
Figure 1: Mechanism of the Cu-catalyzed C–CHF2 bond formation of α,β-unsaturated carboxylic acids through dec...
Scheme 4: Fe-catalyzed decarboxylative difluoromethylation of cinnamic acids [62].
Scheme 5: Preliminary experiments for investigation of the mechanism of the C–H trifluoromethylation of N-ary...
Figure 2: Plausible catalytic cycle proposed by Z.-J. Shi et al. for the trifluoromethylation of acetanilides ...
Figure 3: Plausible catalytic cycle proposed by M. S. Sanford et al. for the perfluoroalkylation of simple ar...
Figure 4: Postulated reaction pathway for the Ag/Cu-catalyzed trifluoromethylation of aryl iodides by Z. Q. W...
Figure 5: Postulated reaction mechanism for Cu-catalyzed trifluoromethylation reaction using MTFA as trifluor...
Scheme 6: Formal Heck-type trifluoromethylation of vinyl(het)arenes by M. Sodeoka et al. [83].
Figure 6: Proposed catalytic cycle for the copper-catalyzed trifluoromethylation of (het)arenes in presence o...
Figure 7: Proposed catalytic cycle for the copper-catalyzed trifluoromethylation of N,N-disubstituted (hetero...
Figure 8: Proposed catalytic cycle by Y. Zhang and J. Wang et al. for the copper-catalyzed trifluoromethylati...
Figure 9: Mechanistic rationale for the trifluoromethylation of arenes in presence of Langlois’s reagent and ...
Scheme 7: Trifluoromethylation of 4-acetylpyridine with Langlois’s reagent by P. S. Baran et al. (* Stirring ...
Scheme 8: Catalytic copper-facilitated perfluorobutylation of benzene with C4F9I and benzoyl peroxide [90].
Figure 10: F.-L. Qing et al.’s proposed mechanism for the copper-catalyzed trifluoromethylation of (hetero)are...
Figure 11: Mechanism of the Cu-catalyzed/Ru-photocatalyzed trifluoromethylation and perfluoroalkylation of ary...
Figure 12: Proposed mechanism for the Cu-catalyzed trifluoromethylation of aryl- and vinyl boronic acids with ...
Figure 13: Possible mechanism for the Cu-catalyzed decarboxylative trifluoromethylation of cinnamic acids [62].
Scheme 9: Ruthenium-catalyzed perfluoroalkylation of alkenes and (hetero)arenes with perfluoroalkylsulfonyl c...
Figure 14: N. Kamigata et al.’s proposed mechanism for the Ru-catalyzed perfluoroalkylation of alkenes and (he...
Figure 15: Proposed mechanism for the Ru-catalyzed photoredox trifluoromethylation of (hetero)arenes with trif...
Figure 16: Late-stage trifluoromethylation of pharmaceutically relevant molecules with trifluoromethanesulfony...
Figure 17: Proposed mechanism for the trifluoromethylation of alkenes with trifluoromethyl iodide under Ru-bas...
Scheme 10: Formal perfluoroakylation of terminal alkenes by Ru-catalyzed cross-metathesis with perfluoroalkyle...
Figure 18: One-pot Ir-catalyzed borylation/Cu-catalyzed trifluoromethylation of complex small molecules by Q. ...
Figure 19: Mechanistic proposal for the Ni-catalyzed perfluoroalkylation of arenes and heteroarenes with perfl...
Scheme 11: Electrochemical Ni-catalyzed perfluoroalkylation of 2-phenylpyridine (Y. H. Budnikova et al.) [71].
Scheme 12: Fe(II)-catalyzed trifluoromethylation of arenes and heteroarenes with trifluoromethyl iodide (T. Ya...
Figure 20: Mechanistic proposal by T. Yamakawa et al. for the Fe(II)-catalyzed trifluoromethylation of arenes ...
Scheme 13: Ytterbium-catalyzed perfluoroalkylation of dihydropyran with perfluoroalkyl iodide (Y. Ding et al.) ...
Figure 21: Mechanistic proposal by A. Togni et al. for the rhenium-catalyzed trifluoromethylation of arenes an...
Figure 22: Mechanism of the Cu-catalyzed oxidative trifluoromethylthiolation of arylboronic acids with TMSCF3 ...
Scheme 14: Removal of the 8-aminoquinoline auxiliary [136].
Figure 23: Mechanism of the Cu-catalyzed trifluoromethylthiolation of C–H bonds with a trifluoromethanesulfony...
Iron-catalyzed decarboxylative alkenylation of cycloalkanes with arylvinyl carboxylic acids via a radical process
- Jincan Zhao,
- Hong Fang,
- Jianlin Han and
- Yi Pan
Beilstein J. Org. Chem. 2013, 9, 1718–1723, doi:10.3762/bjoc.9.197
- reactions. Additionally, metal-free methodologies, which use TBHP, PhI(OAc)2, TBAI, I2 or Lewis/Brønsted acids, have also been employed for cross-dehydrogenative coupling reactions [48][49][50][51][52][53][54][55][56][57]. Owing to the general low reactivity of cycloalkane C(sp3)–H bonds, the direct
- ) in the presence of iron(II) chloride tetrahydrate (20 mol %) and 2.0 equiv of di-tert-butyl peroxide (DTBP) as the oxidant at 120 °C under nitrogen, which provided the expected (E)-(2-cyclohexylvinyl)benzene (3a), but in a moderate 54% yield (Table 1, entry 1). The use of aqueous TBHP as oxidant
Graphical Abstract
Scheme 1: Fe(acac)3-catalyzed alkenylation of cyclohexane. Catalytic conditions: cinnamic acid (1) (0.3 mmol)...
Scheme 2: Fe(acac)3-catalyzed alkenylation of cyclopentan, cycloheptane and cyclooctane. Catalytic conditions...
Scheme 3: A plausible pathway for the reaction.
A reductive coupling strategy towards ripostatin A
- Kristin D. Schleicher and
- Timothy F. Jamison
Beilstein J. Org. Chem. 2013, 9, 1533–1550, doi:10.3762/bjoc.9.175
- ]. Disappointingly, treatment of 55 with IBr or I2 led to exhaustive decomposition of the material. Similarly, attempts to convert the homoallylic olefin of 55 into the epoxide via directed oxidation with VO(acac)2 and TBHP again resulted in an intractable mixture of products. While investigations into installing
Graphical Abstract
Figure 1: Structures of the ripostatins.
Figure 2: Retrosynthesis of ripostatin A.
Scheme 1: Nickel-catalyzed reductive coupling of alkynes and epoxides.
Figure 3: Proposed retrosynthesis of ripostatin A featuring enyne–epoxide reductive coupling and rearrangemen...
Scheme 2: Potential transition states and stereochemical outcomes for a concerted 1,5-hydrogen rearrangement.
Scheme 3: Rearrangements of vinylcyclopropanes to acylic 1,4-dienes.
Scheme 4: Synthesis of cyclopropyl enyne.
Scheme 5: Synthesis of model epoxide for investigation of the nickel-catalyzed coupling reaction.
Scheme 6: Nickel-catalyzed enyne–epoxide reductive coupling reaction.
Scheme 7: Proposed mechanism for the nickel-catalyzed coupling reaction of alkynes or enynes with epoxides.
Scheme 8: Regioselectivity changes in reductive couplings of alkynes and 3-oxygenated epoxides.
Scheme 9: Enyne reductive coupling with 1,2-epoxyoctane.
Figure 4: Initial retrosynthesis of the epoxide fragment by using dithiane coupling.
Scheme 10: Synthesis of dithiane by Claisen rearrangement.
Scheme 11: Deuterium labeling reveals that the allylic/benzylic site is most acidic.
Scheme 12: Oxy-Michael addition to δ-hydroxy-α,β-enones.
Figure 5: Revised retrosynthesis of epoxide 5.
Scheme 13: Synthesis of functionalized ketone by oxy-Michael addition.
Figure 6: Retrosynthesis by using iodocylization to introduce the epoxide.
Scheme 14: Synthesis of ketone 57 using thiazolidinethione chiral auxiliary.
Figure 7: Retrosynthesis involving decarboxylation of a β-ketoester.
Scheme 15: Synthesis of β-ketoester 61.
Scheme 16: Decarboxylation of 61 under Krapcho conditions.
Scheme 17: Improved synthesis of 63 and attempted iodocyclization.
Figure 8: Retrosynthesis utilizing Rychnovsky’s cyanohydrin acetonide methodology.
Scheme 18: Synthesis of cyanohydrin acetonide and attempted alkylation with epoxide.
Scheme 19: Allylation of acetonide and conversion to aldehyde.
Scheme 20: Synthesis of the epoxide precursor by an aldol−decarboxylation sequence.
Selective copper(II) acetate and potassium iodide catalyzed oxidation of aminals to dihydroquinazoline and quinazolinone alkaloids
- Matthew T. Richers,
- Chenfei Zhao and
- Daniel Seidel
Beilstein J. Org. Chem. 2013, 9, 1194–1201, doi:10.3762/bjoc.9.135
- tetrahydroquinazoline aminals are converted to quinazolinones using tert-butylhydroperoxide (TBHP) and catalytic potassium iodide [36][37]. While these examples deal with the oxidation of bicyclic aminals, we were interested in developing methods to create dihydroquinazoline and quinazolinone alkaloids from ring-fused
- aminals. Here we present catalytic methods for the synthesis of both these compound classes from aminals using Cu(OAc)2/O2/AcOH and KI/TBHP systems, respectively. Results and Discussion Copper-catalyzed oxidations of aminals to dihydroquinazolines Copper-catalyzed oxidation reactions have received a great
- the oxidation of aminals to quinazolines provided an increased yield of 50% (Table 3, entry 9). The best yields were obtained by using the conditions developed by Reddy and co-workers [36], namely the combined use of catalytic amounts of potassium iodide (20 mol %) and excess TBHP (5 equiv), followed
Graphical Abstract
Figure 1: Examples of naturally occurring quinazoline alkaloids.
Figure 2: Different approaches to the synthesis of quinazoline alkaloid structures.
Scheme 1: Oxidation of other aminal systems.
Recent progress on the total synthesis of acetogenins from Annonaceae
- Nianguang Li,
- Zhihao Shi,
- Yuping Tang,
- Jianwei Chen and
- Xiang Li
Beilstein J. Org. Chem. 2008, 4, No. 48, doi:10.3762/bjoc.4.48
- acetogenin isolated from Annona muricata in 1998 [41]. To establish the absolute configuration of cis-solamin, two candidates 71a and 71b were synthesized by Makabe’s group in 2002 employing a TBHP-VO(acac)2 diastereoselective epoxidation followed by a cyclization strategy (Scheme 10) [42]. In their
Graphical Abstract
Scheme 1: Total synthesis of longifolicin by Marshall’s group.
Scheme 2: Total synthesis of corossoline by Tanaka’s group.
Scheme 3: Total synthesis of corossoline by Wu’s group.
Scheme 4: Total synthesis of pseudo-annonacin A by Hanessian’s group.
Scheme 5: Total synthesis of tonkinecin by Wu’s group.
Scheme 6: Total synthesis of gigantetrocin A by Shi’s group.
Scheme 7: Total synthesis of annonacin by Wu’s group.
Scheme 8: Total synthesis of solamin by Kitahara’s group.
Scheme 9: Total synthesis of solamin by Mioskowski’s group.
Scheme 10: Total synthesis of cis-solamin by Makabe’s group.
Scheme 11: Total synthesis of cis-solamin by Brown’s group.
Scheme 12: The formal synthesis of (+)-cis-solamin by Donohoe’s group.
Scheme 13: Total synthesis of cis-solamin by Stark’s group.
Scheme 14: Total synthesis of mosin B by Tanaka’s group.
Scheme 15: Total synthesis of longicin by Hanessian’s group.
Scheme 16: Total synthesis of murisolin and 16,19-cis-murisolin by Tanaka’s group.
Scheme 17: Synthesis of a stereoisomer library of (+)-murisolin by Curran’s group.
Scheme 18: Total synthesis of murisolin by Makabe’s group.
Scheme 19: Total synthesis of reticulatain-1 by Makabe’s group.
Scheme 20: Total synthesis of muricatetrocin C by Ley’s group.
Scheme 21: Total synthesis of (4R,12S,15S,16S,19R,20R,34S)-muricatetrocin (146) and (4R,12R,15S,16S,19R,20R,34S...
Scheme 22: Total synthesis of parviflorin by Hoye’s group.
Scheme 23: Total synthesis of parviflorin by Trost’s group.
Scheme 24: Total synthesis of trilobacin by Sinha’s group.
Scheme 25: Total synthesis of 15-epi-annonin I 181b by Scharf’s group.
Scheme 26: Total synthesis of squamocin A and squamocin D by Scharf’s group.
Scheme 27: Total synthesis of asiminocin by Marshall’s group.
Scheme 28: Total synthesis of asiminecin by Marshall’s group.
Scheme 29: Total synthesis of (+)-(30S)-bullanin by Marshall’s group.
Scheme 30: Total synthesis of uvaricin by the group of Sinha and Keinan.
Scheme 31: Formal synthesis of uvaricin by Burke’s group.
Scheme 32: Total synthesis of trilobin by Marshall’s group.
Scheme 33: Total synthesis of trilobin by the group of Sinha and Keinan.
Scheme 34: Total synthesis of asimilobin by the group of Wang and Shi.
Scheme 35: Total synthesis of squamotacin by the group of Sinha and Keinan.
Scheme 36: Total synthesis of asimicin by Marshall’s group.
Scheme 37: Total synthesis of asimicin by the group of Sinha and Keinan.
Scheme 38: Total synthesis of asimicin by Roush’s group.
Scheme 39: Total synthesis of asimicin by Marshall’s group.
Scheme 40: Total synthesis of 10-hydroxyasimicin by Ley’s group.
Scheme 41: Total synthesis of asimin by Marshall’s group.
Scheme 42: Total synthesis of bullatacin by the group of Sinha and Keinan.
Scheme 43: Total synthesis of bullatacin by Roush’s group.
Scheme 44: Total synthesis of bullatacin by Pagenkopf’s group.
Scheme 45: Total synthesis of rollidecins C and D by the group of Sinha and Keinan.
Scheme 46: Total synthesis of 30(S)-hydroxybullatacin by Marshall’s group.
Scheme 47: Total synthesis of uvarigrandin A and 5(R)-uvarigrandin A by Marshall’s group.
Scheme 48: Total synthesis of membranacin by Brown’s group.
Scheme 49: Total synthesis of membranacin by Lee’s group.
Scheme 50: Total synthesis of rolliniastatin 1 and rollimembrin by Lee’s group.
Scheme 51: Total synthesis of longimicin D by the group of Maezaki and Tanaka.
Scheme 52: Total synthesis of the structure proposed for mucoxin by Borhan’s group.
Scheme 53: Modular synthesis of adjacent bis-THF annonaceous acetogenins by Marshall’s group.
Scheme 54: Total synthesis of 4-deoxygigantecin by Tanaka’s group.
Scheme 55: Total synthesis of squamostatins D by Marshall’s group.
Scheme 56: Total synthesis of gigantecin by Crimmins’s group.
Scheme 57: Total synthesis of gigantecin by Hoye’s group.
Scheme 58: Total synthesis of cis-sylvaticin by Donohoe’s group.
Scheme 59: Total synthesis of 17(S),18(S)-goniocin by Sinha’s group.
Scheme 60: Total synthesis of goniocin and cyclogoniodenin T by the group of Sinha and Keinan.
Scheme 61: Total synthesis of jimenezin by Takahashi’s group.
Scheme 62: Total synthesis of jimenezin by Lee’s group.
Scheme 63: Total synthesis of jimenezin by Hoffmann’s group.
Scheme 64: Total synthesis of muconin by Jacobsen’s group.
Scheme 65: Total synthesis of (+)-muconin by Kitahara’s group.
Scheme 66: Total synthesis of muconin by Takahashi’s group.
Scheme 67: Total synthesis of muconin by the group of Yoshimitsu and Nagaoka.
Scheme 68: Total synthesis of mucocin by the group of Sinha and Keinan.
Scheme 69: Total synthesis of mucocin by Takahashi’s group.
Scheme 70: Total synthesis of (−)-mucocin by Koert’s group.
Scheme 71: Total synthesis of mucocin by the group of Takahashi and Nakata.
Scheme 72: Total synthesis of mucocin by Evans’s group.
Scheme 73: Total synthesis of mucocin by Mootoo’s group.
Scheme 74: Total synthesis of (−)-mucocin by Crimmins’s group.
Scheme 75: Total synthesis of pyranicin by the group of Takahashi and Nakata.
Scheme 76: Total synthesis of pyranicin by Rein’s group.
Scheme 77: Total synthesis of proposed pyragonicin by the group of Takahashi and Nakata.
Scheme 78: Total synthesis of pyragonicin by Rein’s group.
Scheme 79: Total synthesis of pyragonicin by Takahashi’s group.
Scheme 80: Total synthesis of squamostanal A by Figadère’s group.
Scheme 81: Total synthesis of diepomuricanin by Tanaka’s group.
Scheme 82: Total synthesis of (−)-muricatacin [(R,R)-373a] and its enantiomer (+)-muricatacin [(S,S)-373b] by ...
Scheme 83: Total synthesis of epi-muricatacin (+)-(S,R)-373c and (−)-(R,S)-373d by Scharf’s group.
Scheme 84: Total synthesis of (−)-muricatacin 373a and 5-epi-(−)-muricatacin 373d by Uang’s group.
Scheme 85: Total synthesis of four stereoisomers of muricatacin by Yoon’s group.
Scheme 86: Total synthesis of (+)-muricatacin by Figadère’s group.
Scheme 87: Total synthesis of (+)-epi-muricatacin and (−)-muricatacin by Couladouros’s group.
Scheme 88: Total synthesis of muricatacin by Trost’s group.
Scheme 89: Total synthesis of (−)-(4R,5R)-muricatacin by Heck and Mioskowski’s group.
Scheme 90: Total synthesis of muricatacin (−)-373a by the group of Carda and Marco.
Scheme 91: Total synthesis of (−)- and (+)-muricatacin by Popsavin’s group.
Scheme 92: Total synthesis of (−)-muricatacin by the group of Bernard and Piras.
Scheme 93: Total synthesis of (−)-muricatacin by the group of Yoshimitsu and Nagaoka.
Scheme 94: Total synthesis of (−)-muricatacin by Quinn’s group.
Scheme 95: Total synthesis of montecristin by Brückner’s group.
Scheme 96: Total synthesis of (−)-acaterin by the group of Franck and Figadère.
Scheme 97: Total synthesis of (−)-acaterin by Singh’s group.
Scheme 98: Total synthesis of (−)-acaterin by Kumar’s group.
Scheme 99: Total synthesis of rollicosin by Quinn’s group.
Scheme 100: Total synthesis of Rollicosin by Makabe’s group.
Scheme 101: Total synthesis of squamostolide by Makabe’s group.
Scheme 102: Total synthesis of tonkinelin by Makabe’s group.
