Organocatalytic enantioselective conjugate addition to alkynones

被引：137

作者：

Bella, M ^{[1
]}

Jorgensen, KA ^{[1
]}

机构：

[1] Aarhus Univ, Dept Chem, Ctr Catalysis, Danish Natl Res Fdn, DK-8000 Aarhus C, Denmark

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2004年 / 126卷 / 18期

关键词：

D O I：

10.1021/ja0493594

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first catalytic enantioselective addition of β-dicarbonyl compounds to alkynones is presented. The conjugate addition proceeds in very high yields, giving a mixture of (Z)- and (E)-enones with up to 95% ee using the cinchona alkaloid [DHQ]2PHAL (5 mol %) as the catalyst. This organocatalytic enantioselective reaction has been further developed to a one-pot procedure to give the optically active (E)-enone adduct using first [DHQ]2PHAL (5 mol %), followed by Bu3P (10 mol %), as the catalysts. Copyright © 2003 American Chemical Society.

引用

页码：5672 / 5673

页数：2

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