BETA-ALKYL AND BETA-ALKYL-ALPHA-HYDROXY CARBOXYLIC-ACID DERIVATIVES FROM RADICAL OR IONIC 1,4 ADDITION OF DIALKYLALUMINUM CHLORIDES TO ALPHA,BETA-UNSATURATED N-ACYL URETHANES

被引：46

作者：

RUCK, K

KUNZ, H

机构：

[1] Institut Für Organische Chemie, Universität Johann-, Mainz, W-6500

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1991年 / 30卷 / 06期

关键词：

D O I：

10.1002/anie.199106941

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Et2AlCl reacts with chiral alpha,beta-unsaturated N-acyloxazolidones 1 exclusively ionically, Me2AlCl, on the other hand, exclusively radically with 1,4 addition of the alkyl residue to give beta-branched carboxylic acid derivatives. The intermediary aluminum enolates formed from Me2AlCl after methyl transfer can react with triplet oxygen to give alpha-hydroxy-beta-methylcarboxylic acid derivatives.

引用

页码：694 / 696

页数：3