REACTION OF O-BENZYLIDENE SUGARS WITH N-BROMOSUCCINIMIDE .4. NEIGHBORING-GROUP EFFECTS AND REARRANGEMENTS

被引：108

作者：

HANESSIAN, S

PLESSAS, NR

机构：

[1] Research Laboratories, Parke, Davis and Company, Ann Arbor

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1969年 / 34卷 / 04期

关键词：

D O I：

10.1021/jo01256a061

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of various O-benzylidene acetals of sugars in which the acetal ring spans two secondary hydroxyl groups, with NBS, affords, in general, isomeric bromodeoxy sugar benzoates. In the presence of a nearby participating function (hydroxyl, ester) the acetal ring opening may be accompanied by rearrangement leading to the incorporation of bromine at a carbon atom other than those involved in the acetal ring. © 1969, American Chemical Society. All rights reserved.

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页码：1053 / +

页数：1

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