Enantioselective Robinson-Type Annulation Reaction Catalyzed by Chiral Phosphoric Acids

被引：101

作者：

Akiyama, Takahiko ^{[1
]}

Katoh, Takuya ^{[1
]}

Mori, Keiji ^{[1
]}

机构：

[1] Gakushuin Univ, Dept Chem, Toshima Ku, 1-5-1 Mejiro, Tokyo 1718588, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 23期

基金：

日本学术振兴会;

关键词：

asymmetric synthesis; chiral phosphoric acids; kinetic resolution; Michael addition; Robinson-type annulation; BETA-KETO-ESTERS; FRIEDEL-CRAFTS ALKYLATION; DIELS-ALDER REACTION; BRONSTED ACID; 1,3-DICARBONYL COMPOUNDS; ASYMMETRIC-SYNTHESIS; 1,3-DIPOLAR CYCLOADDITION; QUATERNARY STEREOCENTERS; ALDOL CYCLIZATIONS; MICHAEL REACTIONS;

D O I：

10.1002/anie.200901127

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Let s resolve our differences: Implementation of an enantioselective Michael addition followed by an intramolecular aldol reaction catalyzed by two phosphoric acids has enabled the synthesis of cyclohexenone derivatives with excellent enantioselectivities. Prominent kinetic resolution was observed in the latter reaction. Ar=aromatic group, X=H, halogen, Y=H, Me, halogen. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：4226 / 4228

页数：3

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