ZnCl2-catalyzed Ferrier reaction;: synthesis of 2,3-unsaturated 1-O-glucopyranosides of allylic, benzylic and tertiary alcohols

被引:54
作者
Bettadaiah, BK [1 ]
Srinivas, P [1 ]
机构
[1] Cent Food Technol Res Inst, Mysore 570013, Karnataka, India
关键词
D O I
10.1016/S0040-4039(03)01885-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Tertiary, allylic and benzylic alcohols react with 3,4,6-tri-O-acetyl-D-glucal in dichloromethane at 25degreesC in the presence of ZnCl2 to afford the corresponding 2,3-unsaturated-1-O-glucopyranoside acetates in 65-91% yields, with selective formation of the a-anomer. (C) 2003 Elsevier Ltd. All rights reserved.
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页码:7257 / 7259
页数:3
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