[3,3]-SIGMATROPIC REARRANGEMENT ROUTES TO BETA-FLUORO-CARBONYL AND BETA,BETA-DIFLUORO-CARBONYL DERIVATIVES

被引：28

作者：

PATEL, ST ^{[1
]}

PERCY, JM ^{[1
]}

WILKES, RD ^{[1
]}

机构：

[1] UNIV BIRMINGHAM, SCH CHEM, BIRMINGHAM B15 2TT, W MIDLANDS, ENGLAND

来源：

TETRAHEDRON | 1995年 / 51卷 / 41期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1016/0040-4020(95)00694-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Difluoroallylic alcohols prepared in two steps from trifluoroethanol underwent a range of Claisen and related [3,3]-rearrangements in moderate to good yield. In one case, the rearrangement product underwent rapid dehydrofluorination to afford an interesting fluorodienal. Monofluoroallylic alcohols rearranged more slowly but resisted dehydrofluorination.

引用

页码：11327 / 11336

页数：10

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