[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
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
收藏
页码:11327 / 11336
页数:10
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