[3,3]-SIGMATROPIC REARRANGEMENTS OF FLUOROCARBANIONS

被引：7

作者：

ANDREEV, VG

KOLOMIETS, AF

FOKIN, AV

机构：

[1] Institute of Organo-Element Compounds, the Russian Academy of Sciences, 117813 Moscow, 28 Vavilov Str.

来源：

JOURNAL OF FLUORINE CHEMISTRY | 1992年 / 56卷 / 03期

关键词：

D O I：

10.1016/S0022-1139(00)81173-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The reactions of terminal polyfluoroalkenes with 2,3-unsaturated alcohols and deprotonation of the addition products of these reagents under mild conditions give unsaturated fluoroaliphatic acids and their derivatives. The cause of the unusually mild conditions of formation of these compounds is spontaneous [3,3]-sigmatropic rearrangement of the initially formed fluorocarbanions associated with elimination of the fluoride ion. The probability of realizing sigmatropic shifts is determined by the structural peculiarities of the intermediates generated.

引用

页码：259 / 269

页数：11