A HIGHLY STEREOSELECTIVE SYNTHESIS OF 1,2-TRANS-C-GLYCOSIDES VIA GLYCOSYL SAMARIUM(III) COMPOUNDS

被引：107

作者：

MAZEAS, D ^{[1
]}

SKRYDSTRUP, T ^{[1
]}

BEAU, JM ^{[1
]}

机构：

[1] UNIV ORLEANS,BIOCHIM STRUCT LAB,CNRS,URA 499,ORLEANS 2,FRANCE

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1995年 / 34卷 / 08期

关键词：

ALDEHYDES; ASYMMETRIC; SYNTHESES; C-GLYCOSIDES; KETONES; SAMARIUM COMPOUNDS;

D O I：

10.1002/anie.199509091

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Remarkably stable even at room temperature towards elimination are the 1,2‐trans‐glycosyl samarium(III) species of type 2. The stability of these species, which contrasts sharply with that of glycosyl lithium counterparts, is the decisive factor for the high 1,2‐trans selectivity of the synthesis of the C‐glycoside 3 by reductive samariation of anomeric sulfones of type 1 in the presence of carbonyl compounds. (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany

引用

页码：909 / 912

页数：4

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