A novel strategy for regio- and stereo-control in glycosylation reactions: template-directed cyclo-glycosylation of monosaccharides
- 1 January 1995
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 19,p. 2005-2006
- https://doi.org/10.1039/c39950002005
Abstract
Intramolecular glycosylation of several glucose derived glycosyl donor and acceptors that are linked, at O-6 and O-2 respectively, to a bifunctional spacer results in the regio- and stereo-controlled formation of 13-membered macrocyclic glycosides which can be easily converted to disaccharides.Keywords
This publication has 29 references indexed in Scilit:
- Recent progress in O-glycosylation methods and its application to natural products synthesisChemical Reviews, 1993
- Syntheses, Conformations and X‐Ray Structure Analyses of the Saccharide Chains from the Core Regions of GlycoproteinsAngewandte Chemie International Edition in English, 1990
- Glycosylidene Carbenes a new approach to glycoside synthesis. Part 1. Preparation of glycosylidene‐derived diaziridines and diazirinesHelvetica Chimica Acta, 1989
- Glycosylation of unreactive substratesJournal of the American Chemical Society, 1989
- On the direct epoxidation of glycals: application of a reiterative strategy for the synthesis of .beta.-linked oligosaccharidesJournal of the American Chemical Society, 1989
- On the controlled oxidative coupling of glycals: a new strategy for the rapid assembly of oligosaccharidesJournal of the American Chemical Society, 1989
- Armed and disarmed n-pentenyl glycosides in saccharide couplings leading to oligosaccharidesJournal of the American Chemical Society, 1988
- Synthesis of Glycopeptides, Partial Structures of Biological Recognition Components [New Synthetic Methods (67)]Angewandte Chemie International Edition in English, 1987
- New Methods for the Synthesis of Glycosides and Oligosaccharides—Are There Alternatives to the Koenigs‐Knorr Method? [New Synthetic Methods (56)]Angewandte Chemie International Edition in English, 1986
- Advances in Selective Chemical Syntheses of Complex OligosaccharidesAngewandte Chemie International Edition in English, 1982