TRIALKYLBORANE AS AN INITIATOR AND TERMINATOR OF FREE-RADICAL REACTIONS - FACILE ROUTES TO BORON ENOLATES VIA ALPHA-CARBONYL RADICALS AND ALDOL REACTION OF BORON ENOLATES

被引：126

作者：

NOZAKI, K ^{[1
]}

OSHIMA, K ^{[1
]}

UTIMOTO, K ^{[1
]}

机构：

[1] KYOTO UNIV, FAC SCI, DEPT IND CHEM, SAKYO KU, KYOTO 606, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1991年 / 64卷 / 02期

关键词：

D O I：

10.1246/bcsj.64.403

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A variety of trialkylborane-induced reactions were examined for the preparation of the alpha-carbonyl radicals: (1) addition of alkyl radical to methyl vinyl ketone, (2) reduction of alpha-halo ketone, and (3) intramolecular radical addition to alpha, beta-unsaturated carbonyl moiety. Trialkylborane reacted with alpha-carbonyl radicals to give boron enolates. The resulting boron enolates were efficiently trapped by carbonyl compounds to give beta-hydroxy ketones in good yields.

引用

页码：403 / 409

页数：7

共 25 条

[1] OLEFIN SYNTHESIS WITH ORGANIC PHOSPHONATE CARBANIONS [J].