HYDROLYSIS OF O-ISOPROPENYL GLUCOPYRANOSIDES INVOLVES C-PROTONATION AND ALKENYL ETHER CLEAVAGE AND EXHIBITS A KINETIC INFLUENCE OF ANOMERIC CONFIGURATION

被引：22

作者：

CHENAULT, HK

CHAFIN, LF

机构：

[1] Department of Chemistry and Biochemistry, University of Delaware, Newark

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 21期

关键词：

D O I：

10.1021/jo00100a015

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Hydrolysis of O-isopropenyl alpha-glucopyranoside occurs by C-protonation and alkenyl ether (not glycosidic) C-O bond cleavage and proceeds in 10 mM salicylate buffer, at pH 3.0 and 25 degrees C, 4.5 times faster than the similar hydrolysis of its beta anomer.

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页码：6167 / 6169

页数：3

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