An efficient and general entry to (Z)-alpha-fluoro-beta-substituted acrylaldehydes based on the coupling reaction of alpha-fluoro-beta-amino acrylaldehydes with organolithium reagents

被引：12

作者：

Funabiki, K

Kurita, T

Matsui, M

Shibata, K

机构：

[1] Department of Chemistry, Faculty of Engineering, Gifu University, Yanagido

来源：

CHEMISTRY LETTERS | 1997年 / 08期

关键词：

D O I：

10.1246/cl.1997.739

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

alpha-Fluoro-beta-amino acrylaldehydes (2), readily available from the reaction of polyfluoroalkenyl tosylates (1) with dialkylamines in the presence of triethylamine and a catalytic amount (10 mol%) of tetrabutylammonium fluoride (TBAF), reacted smoothly with various organolithium reagents at -78 degrees C for 0.5 h, followed by hydrolysis with 10% hydrochloric acid at room temperture for 1 h to afford the corresponding (Z)-alpha-fluoro-beta-substituted acrylaldehydes (3) via allylic rearrangement in good to excellent yields.

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页码：739 / 740

页数：2

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