CONFORMATIONAL-ANALYSIS OF NITRILIUM INTERMEDIATES IN GLYCOSYLATION REACTIONS

被引：119

作者：

BRACCINI, I ^{[1
]}

DEROUET, C ^{[1
]}

ESNAULT, J ^{[1
]}

DUPENHOAT, CH ^{[1
]}

MALLET, JM ^{[1
]}

MICHON, V ^{[1
]}

SINAY, P ^{[1
]}

机构：

[1] ECOLE NORMALE SUPER,CHIM LAB,URA 1110,24 RUE LHOMOND,F-75231 PARIS,FRANCE

来源：

CARBOHYDRATE RESEARCH | 1993年 / 246卷

关键词：

D O I：

10.1016/0008-6215(93)84021-W

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

In order to shed light on the stereoselectivity of acetonitrile-mediated glycosylation reactions, the nitrilium intermediates have been generated at -30-degrees-C in acetonitrile-d3 and studied by H-1, C-13, and N-15 NMR spectroscopy. Conjointly, molecular modeling of the intermediates by molecular mechanics has been performed with the CHARMm force field. All the evidence suggests that only nitrilium derivatives with the a configuration are formed.

引用

页码：23 / 41

页数：19

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