Tin(IV) enolates from allylic O-stannyl ketyls: Reactions with alkyl halides and HMPA

被引：12

作者：

Enholm, EJ

Whitley, PE

机构：

[1] Department of Chemistry, University of Florida, Gainesville

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 05期

关键词：

D O I：

10.1016/0040-4039(95)02260-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The mild free radical reaction of an alpha,beta-unsaturated ketone and tributyltin radical produced a resonance-stabilized allylic O-stannyl ketyl intermediate. A subsequent hydrogen atom transfer produced a tin(IV) enolate which reacts readily with activated alkyl halides and HMPA to provide a useful and mild alternative to analogous Li-NH3 alkylations.

引用

页码：559 / 562

页数：4

共 27 条

[1] CHANGE OF REGIOSELECTIVITY IN THE REACTION OF TIN ENOLATES AND ALPHA-BROMO KETONES - SYNTHESIS OF 1,4-DIKETONES UNDER NONRADICAL CONDITIONS [J].