Expeditious entry to C-alkyl and C-aryl pyranoid glycals: reaction of anomeric glycosyl chlorides with organolithiums
- 1 January 1996
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- No. 20,p. 2357-2358
- https://doi.org/10.1039/cc9960002357
Abstract
Treatment of ether-substituted glycopyranosyl chlorides with organolithium reagents gives the corresponding C-glycals in acceptable to good yields.Keywords
This publication has 37 references indexed in Scilit:
- Synthesis of C-Aryl Furanosides by the “Reverse Polarity” StrategyThe Journal of Organic Chemistry, 1996
- Serial Radical Reactions of Glycals: Ready Routes to Highly Functionalized C-Glycosyl DerivativesThe Journal of Organic Chemistry, 1995
- Reductive and Nonreductive Aromatization of Quinol Ketal Glycals. Models for the Preparation of C-Aryl Glycoside Natural ProductsThe Journal of Organic Chemistry, 1995
- New Route to 1-(5-Imidazolyl)ribofuranoid Glycals from Ribofuranosyl Chloride and 5-Lithio-imidazole.CHEMICAL & PHARMACEUTICAL BULLETIN, 1995
- Reductive aromatization of quinols. New convenient methods for the regiospecific synthesis of p-hydroxy C-aryl glycalsThe Journal of Organic Chemistry, 1992
- Convergent synthesis of vineomycinone B2 methyl esterJournal of the American Chemical Society, 1990
- Synthesis of C-glucosides by reactions of glucosyl halides with organocupratesThe Journal of Organic Chemistry, 1988
- Formation of C-glycosides by polarity inversion at the anomeric centreJournal of the Chemical Society, Chemical Communications, 1986
- SYNTHESIS OF PSEUDOURIDINEJournal of the American Chemical Society, 1961
- Reactions of Polyacetylglycosyl Halides with Organoalkali Metal ReagentsJournal of the American Chemical Society, 1950