Z/E stereoselective synthesis of β-bromo Baylis-Hillman ketones via a one-pot three-component X-C/C-C formation reaction

被引：11

作者：

Li, GG ^{[1
]}

Wei, HX ^{[1
]}

Gao, JJ ^{[1
]}

Johnson, J ^{[1
]}

机构：

[1] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79409 USA

来源：

SYNTHETIC COMMUNICATIONS | 2002年 / 32卷 / 11期

基金：

美国国家卫生研究院; 美国国家科学基金会;

关键词：

D O I：

10.1081/SCC-120004273

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly stereoselective synthesis of (E)-beta-bromo Baylis-Hillman ketones has been achieved using a three-component X-C/C-C formation reaction. The synthesis involves the Michael-type addition of TiBr4 to alpha,beta-acetylenic ketones without using any bases and carbonyl coupling with aldehydes. Modest yields (50-65%) and complete E/Z geometric selectivity have been realized for 10 examples.

引用

页码：1765 / 1773

页数：9

共 38 条

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