Search results
Search for "syn-dihydroxylation" in Full Text gives 6 result(s) in Beilstein Journal of Organic Chemistry.
Diels–Alder reaction of β-fluoro-β-nitrostyrenes with cyclic dienes
Beilstein J. Org. Chem. 2021, 17, 283–292, doi:10.3762/bjoc.17.27
- straightforward way to numerous fluorine-containing bicyclic compounds not previously available. The syn-dihydroxylation of compound 2f with the N-methylmorpholine-N-oxide (NMO)–OsO4 system resulted in a mixture of the corresponding diols 5 in a 36:64 ratio in 65% yield. Again, exo-dihydroxylation is to be
Synthesis of polyhydroxylated decalins via two consecutive one-pot reactions: 1,4-addition/aldol reaction followed by RCM/syn-dihydroxylation
Beilstein J. Org. Chem. 2016, 12, 2602–2608, doi:10.3762/bjoc.12.255
- -dihydroxylation. The stereochemical outcome of these reactions is discussed. Keywords: carbasugars; one-pot reactions; ring-closing metathesis; syn-dihydroxylation; Introduction Derivatives of carbohydrates, in which the endocyclic oxygen atom is replaced with a methylene group are known as carbasugars [1]. Due
- ruthenium catalyst in the subsequent syn-dihydroxylation. As a result, the polyhydroxylated decalin derivative 12 was obtained. The syn-dihydroxylation of cyclic alkenes is among the most widely used methods for the introduction of hydroxy groups onto the ring. Such transformations are usually conducted
- Snapper [41][42]. Both groups described a methodology, in which the ring-closing metathesis (RCM) reaction is followed by the reuse of the Ru catalyst in the syn-dihydroxylation step. In our recent papers [43][44], we extended this concise and effective approach to the synthesis of bicyclic iminosugars
Stereoselective synthesis of carbocyclic analogues of the nucleoside Q precursor (PreQ0)
Beilstein J. Org. Chem. 2014, 10, 1333–1338, doi:10.3762/bjoc.10.135
- following syn-dihydroxylation. Using the Upjohn conditions previously described we obtained the desired triol 18 in good yield and excellent diastereoselectivity (>99% by 1H NMR after column chromatography) [30]. Tri-benzoate 19 was subsequently obtained in good yield using the standard benzoylation
The oxanorbornene approach to 3-hydroxy, 3,4-dihydroxy and 3,4,5-trihydroxy derivatives of 2-aminocyclohexanecarboxylic acid
Beilstein J. Org. Chem. 2006, 2, No. 9, doi:10.1186/1860-5397-2-9
- effects are sufficiently strong that attempts using TMEDA/OsO4 combinations known to afford syn dihydroxylation of cyclic allylic alcohols were not successful in reversing the selectivity of the reaction with 4. In order to introduce the syn diol unit on the opposite face to the carbamate in 4 we returned
Synthesis and glycosidase inhibitory activity of new hexa- substituted C8-glycomimetics
Beilstein J. Org. Chem. 2005, 1, No. 12, doi:10.1186/1860-5397-1-12
- enzymes. The synthesis of these new C8-glycomimetics is described from enantiomerically pure C2-symmetrical polyhydroxylated cyclooctenes. Their obtention notably involved a syn-dihydroxylation, and more extended functionalization through formation of a cis-cyclic sulfate followed by amination and
- accomplished the synthesis of a range of new hexa-substituted C8-glycomimetics in enantiopure form. Transformation of the cyclic double bond involved syn-dihydroxylation, then introduction of an azido group by opening of a cyclic sulfate followed by reduction and eventual alkylation of the resulting amine
Methods for the synthesis of polyhydroxylated piperidines by diastereoselective dihydroxylation: Exploitation in the two-directional synthesis of aza-C-linked disaccharide derivatives
Beilstein J. Org. Chem. 2005, 1, No. 2, doi:10.1186/1860-5397-1-2
- piperidine ring, syn to the hydroxyl group, prevented syn dihydroxylation: the face of the alkene 15 – which is syn to both the hydroxy and methoxy groups – is extremely hindered, and an extremely low yield of the anti product 21A was obtained (compare entry 1b with entry 3b, Table 1). The dihydroxylation of
Other Beilstein-Institut Open Science Activities
