NUCLEOPHILE INDUCED REARRANGEMENTS OF THIOGLYCOSIDES - FORMATION OF 6-THIO GLYCOSIDES AND 1,6-THIOANHYDROSUGARS

被引：12

作者：

LOWARY, TL ^{[1
]}

BUNDLE, DR ^{[1
]}

机构：

[1] UNIV ALBERTA, DEPT CHEM, EDMONTON T6G 2G2, AB, CANADA

来源：

TETRAHEDRON-ASYMMETRY | 1994年 / 5卷 / 12期

关键词：

D O I：

10.1016/S0957-4166(00)80387-0

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Treatment of Ethyl 2,3 di-O-benzoyl-1,6-di-O-toluenesulfonyl-1-thio-beta-D-glucopyranoside 12 with sodium methoxide at low temperature gives Methyl 3,4 anhyro-6-S-ethyl-beta-D-galactopyranoside 13, whereas treatment with sodium iodide in reluxing butanone yields 2,3 di-O-benzoyl-4-O-toluensesulfonyl-1,6 thioanhydro-D-glucopyranose 19.

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页码：2397 / 2404

页数：8

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