Asymmetric synthesis of 3,3-diarylpropanals with chiral diene-rhodium catalysts

被引:235
作者
Paquin, JF [1 ]
Defieber, C [1 ]
Stephenson, CRJ [1 ]
Carreira, EM [1 ]
机构
[1] ETH Honggerberg, Organ Chem Lab, CH-8093 Zurich, Switzerland
关键词
D O I
10.1021/ja053270w
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A general route to enantioenriched 3,3-diarylpropanals is presented. These useful building blocks are prepared via an asymmetric rhodium-catalyzed conjugate addition of arylboronic acids to cinnamaldehyde derivatives in the presence of chiral dienes. The addition of both electron-poor as well as electron-rich boronic acids proceeds smoothly with various enals in 63-90% yield with high enantioselectivities (89-93% ee). Copyright © 2005 American Chemical Society.
引用
收藏
页码:10850 / 10851
页数:2
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