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
收藏
页码：3059 / 3061
页数：3
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