An unexpected organocatalytic asymmetric tandem Michael/Morita-Baylis-Hillman reaction

被引：125
|
作者：
Cabrera, Silvia [1 ]
Aleman, Jose [1 ]
Bolze, Patrick [1 ]
Bertelsen, Soren [1 ]
Jorgensen, Karl Anker [1 ]
机构：
[1] Aarhus Univ, Danish Natl Res Fdn, Ctr Catalysis, Dept Chem, DK-8000 Aarhus C, Denmark
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 01期
关键词：
aldehydes; amines; Nazarov reagent; organocatalysis; tandem reactions;
D O I：
10.1002/anie.200704076
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Chemical Equation Presented) Simply complex: An organocatalytic tandem Michael/Morita-Baylis-Hillman reaction has been developed in which secondary amine catalysts allow for a very selective, scalable synthesis of highly substituted optically active cyclohexanones (see scheme, TMS = trimethylsilyl). Mechanistic studies indicate an active role of the secondary amine catalyst in the Morita-Baylis-Hillman reaction. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：121 / 125
页数：5
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