Efficient synthesis of quaternary α-hydroxy acids by alkylation of α-ketoamide-derived dienediolates

被引：8

作者：

Newton, R ^{[1
]}

Marsden, SP ^{[1
]}

机构：

[1] Univ Leeds, Sch Chem, Leeds LS2 9JT, W Yorkshire, England

来源：

SYNTHESIS-STUTTGART | 2005年 / 19期

关键词：

ketoamides; alkylations; dianions; hydroxy acids; stereoselective olefin synthesis;

D O I：

10.1055/s-2005-918481

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Double deprotonation of alpha-ketoamides generates dienediolates. which Undergo regioselective alpha-alkylation to yield alpha-substituted-alpha-hydroxy-beta,gamma-unsaturated amides. 1,2-Disubstituted alkenes are generated exclusively as the E-isonier. 1,1-Disubstituted and 1.1.2-trisubstituted olefins can also be prepared. The amides can be readily converted to the corresponding acids.

引用

页码：3263 / 3270

页数：8

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