ALKYL MIGRATION IN COMPETITION WITH PHENYLTHIO MIGRATION IN THE ACID-CATALYZED REARRANGEMENT OF ALCOHOLS

被引:6
作者
HANNABY, M [1 ]
WARREN, S [1 ]
机构
[1] UNIV CAMBRIDGE,CHEM LAB,LENSFIELD RD,CAMBRIDGE CB2 1EW,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 22期
关键词
D O I
10.1039/p19920003007
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Sulfonate derivatives of conformationally rigid syn-2-phenylthiocyclohexanols, which are prevented from phenylthio migration by stereochemistry, rearrange slowly by alkyl migration or ring contraction. In contrast to other electronegative groups, phenylthio slows the reaction down but allows migration of other groups.
引用
收藏
页码:3007 / 3013
页数:7
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