Showing papers on "Glycal published in 1987"
TL;DR: In this paper, an approach to the synthesis of 2-deoxyglycosides from glycals was developed by use of Lewis acid mediated activation of benzenesulfenate esters.
88 citations
TL;DR: The C-glycosyl compounds produced by mono-Claisen rearrangement were suitable for Pd(0)-catalyzed allylic alkylations, providing an unusually facile entry into the pseudomonic acid-ring systems.
75 citations
46 citations
TL;DR: In this article, a stereoselective synthesis of methyl 3-azido 2,3,6-trideoxy-α-L-arabino-hexopyranoside from di-O-acetyl L-rhamnal is reported.
Abstract: A stereoselective synthesis of methyl (or benzyl) 3-azido-2,3,6-trideoxy-α-L-arabino-hexopyranoside from di-O-acetyl-L-rhamnal is reported; it proceeds via addition of hydrazoic acid to a hex-2-enopyranose, followed by acetylation and glycosidation with the appropriate alcohol, in the presence of K-10 montmorillonite as catalyst.
39 citations
TL;DR: In this article, Butyldimethylsilyl chloride is used for direct 3,6-di-O -protection of D-glucal and D-galactal.
35 citations
24 citations
TL;DR: In this paper, the trichloroacetyl isocyanate was cycled to 1,5-anhydro-2-deoxy-d -erythro- and - l -threo-pent-1-enitols.
24 citations
TL;DR: The synthesis of the D-enantiomer of asperlin has been carried out as mentioned in this paper, and the stereochemistry of the epoxide ring has been assigned as 6R,7S for this D-ENantiomer.
Abstract: The synthesis of the D-enantiomer of asperlin has been carried out. The stereochemistry of the epoxide ring has been assigned as 6R,7S for this D-enantiomer.
23 citations
TL;DR: A new approach to the stereoselective synthesis of C-glycosides from glycals with various organoaluminum reagents has been demonstrated.
Abstract: A new approach to the stereoselective synthesis of C-glycosides from glycals with various organoaluminum reagents has been demonstrated.
14 citations
TL;DR: In this paper, several nucleophiles were separately treated with methyl and phenyl 2,3-anhydro-4,6- O -benzylidene-3,deoxy-3-nitro-β- d -allopyranoside, to give 2-substituted aldos-3ulose derivatives.
12 citations
TL;DR: In this paper, the deacetylation of peracetylated D-xylal is effected (hydrazine acetate in DMF), and the products are characterized by proton nmr spectroscopy and mass spectrometry (Ci/NH 3 ).
TL;DR: In this paper, several nucleophiles were separately treated with methyl and phenyl 2,3-anhydro-4,6- O -benzylidene-3,deoxy-3-nitro-β- d -allopyranoside, to give 2-substituted aldos-3ulose derivatives.
Abstract: Several nucleophiles were separately treated with methyl and phenyl 2,3-anhydro-4,6- O -benzylidene-3-deoxy-3-nitro-β- d -allopyranoside, to give 2-substituted aldos-3-ulose derivatives. In the latter case, the subsequent β-elimination of the aglyconic phenyl group always occurred to afford the corresponding glycal. Reaction mechanisms thereof are also discussed.