GLYCOSIDES .1. NEW SYNTHESIS OF 1,2-TRANS O-ARYL GLYCOSIDES, VIA TRIBUTYLTIN PHENOXIDES

被引：16

作者：

CLERICI, F ^{[1
]}

GELMI, ML ^{[1
]}

MOTTADELLI, S ^{[1
]}

机构：

[1] UNIV MILAN,FAC FARM,IST CHIM ORGAN,I-20133 MILAN,ITALY

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 08期

关键词：

D O I：

10.1039/p19940000985

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new method of glycosidation of phenols has been studied. The reaction of tributyltin phenoxides 2 with 1,2,3,4,6-penta-O-acetyl-D-hexopyranoside 3, 7 and 9, in the presence of tin tetrachloride is described. Glycosides 4, 8 and 10 have been isolated in good yields with high 1,2-trans selectivity. The tributyltin phenoxides 2 have been isolated in quantitative yields, starting from phenols 1 and Bu(3)SnOMe. This simple method starts from the stable peracetylated sugar. an intermediate of easy access.

引用

页码：985 / 988

页数：4

共 22 条

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