Highly enantioselective inverse-electron-demand hetero-Diels-Alder reactions of α,β-unsaturated aldehydes

被引：0

作者：

Gademann, K ^{[1
]}

Chavez, DE ^{[1
]}

Jacobsen, EN ^{[1
]}

机构：

[1] Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2002年 / 41卷 / 16期

关键词：

D O I：

10.1002/1521-3773(20020816)41:16<3059::AID-ANIE3059>3.0.CO;2-I

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Straightforward access to useful synthetic intermediates is provided by this new method. Simple, α,β-unsaturated aldehydes are excellent substrates in the hetero-Diels-Alder reaction with inverse electron demand, catalyzed by CrIII-Schiff base complexes (see scheme; R1, R2 = alkyl or aryl) in the presence of 4-Å molecular sieves and no solvent. The resulting dihydropyrans are obtained in high enantio- (89-98 % ee) and diastereoselectivity (> 95 % de) and yield (40-95 %).

引用

页码：3059 / 3061

页数：3

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