Diastereoselective free-radical reactions. Part 1. Preparation of 2-deoxy-β-glycosides by synthesis and reductive decarboxylation of 3-deoxyulosonic acid glycosides
- 1 January 1990
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 4,p. 945-954
- https://doi.org/10.1039/p19900000945
Abstract
A general procedure for the synthesis of 2-deoxy-β-D-glycosides involving the preparation of 3-deoxyulosonic acid glycosides from glycals and their reductive decarboxylation is described.Keywords
This publication has 104 references indexed in Scilit:
- Electron spin resonance spectroscopic investigation of carbohydrate radicals. 4. 1,2-Acyloxyl migration in pyranosyl radicalsThe Journal of Organic Chemistry, 1988
- Synthesis of 2‐Deoxy SugarsAngewandte Chemie International Edition in English, 1987
- An electron spin resonance investigation of free radicals with oxygen- and sulphur-containing substituentsJournal of the Chemical Society, Perkin Transactions 2, 1987
- Applications of radical addition reactions to the synthesis of a C-glucoside and a functionalised amino-acidJournal of the Chemical Society, Chemical Communications, 1983
- Stereoelectronic effects in hydrogen atom abstraction from substituted 1,3-dioxanesJournal of the American Chemical Society, 1981
- Stereochemistry of tetrahydropyran-2-yl ions, radicals, and related species. Conjugative and inductive effectsThe Journal of Organic Chemistry, 1980
- The Structure of 2,3,4,6-Tetra-O-acetyl-β-D-galactopyranosyl Cyanide and Some Derivatives Therefrom. Synthesis of 1-Deoxy-D-galacto-heptuloseJournal of the American Chemical Society, 1964
- Notiz zur Synthese nichtreduzierender DisaccharideEuropean Journal of Inorganic Chemistry, 1961
- Puromycin. Synthetic Studies. XIII. Synthesis of 6-Dimethylamino-9-(3'-amino-3'-deoxy-β-D-arabinofuranosyl)- purineJournal of the American Chemical Society, 1955
- Über die ungesättigten Reduktionsprodukte der Zuckerarten und ihre Umwandlungen, I.: Über das Glucal‐ProblemBerichte der deutschen chemischen Gesellschaft (A and B Series), 1921