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Stereoselective Koenigs-Knorr Glycosylation Catalyzed by Urea.

Authors :
Lifeng Sun
Xiaowei Wu
De-Cai Xiong
Xin-Shan Ye
Source :
Angewandte Chemie International Edition; 7/4/2016, Vol. 55 Issue 28, p8041-8044, 4p
Publication Year :
2016

Abstract

A stereoselective Koenigs-Knorr glycosylation reaction under the catalysis of urea is described. This method is characterized by urea-mediated hydrogen-bond activation and subsequent glycosylation with glycosyl chlorides or bromides. Excellent yields and high anomeric selectivity can be achieved in most cases. Moreover, the low a-stereoselectivity of glycosylations observed when using perbenzylated glucosyl donors can be greatly improved by the addition of tri-(2,4,6-trimethoxyphenyl) phosphine (TTMPP). [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
14337851
Volume :
55
Issue :
28
Database :
Complementary Index
Journal :
Angewandte Chemie International Edition
Publication Type :
Academic Journal
Accession number :
116888094
Full Text :
https://doi.org/10.1002/anie.201600142