Lithium enediolates and dienediolates of carboxylic acids in synthesis: Alkylation with secondary halides

被引:23
作者
Brun, EM [1 ]
Gil, S [1 ]
Mestres, R [1 ]
Parra, M [1 ]
机构
[1] Univ Valencia, Dept Quim Organ, Valencia, Spain
关键词
alkylation; carboxylic acids; lithium enolates;
D O I
10.1016/S0040-4020(98)00957-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
High yields in the alkylation of dianions of alpha,beta-unsaturated carboxylic acids with secondary halides can be obtained despite elimination reactions occurring. alpha-Regioselectivity for the alkylation of but-2-enoic acids (1-4) is seldom obtained. Although double bond stereoselectivity is higher than 99% for gamma-alkylated products, stereoselectivity is rather poor for most of the alpha-alkylated products. (C) 1998 Elsevier Science Ltd. AII rights reserved.
引用
收藏
页码:15305 / 15320
页数:16
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