Construction of quaternary stereocenters by efficient and practical conjugate additions to α,β-unsaturated ketones with a chiral organic catalyst

被引:180
作者
Wu, FH [1 ]
Li, HM [1 ]
Hong, R [1 ]
Deng, L [1 ]
机构
[1] Brandeis Univ, Dept Chem, Waltham, MA 02454 USA
关键词
alkaloids; conjugate addition; diastereoselectivity; enantioselectivity; enones;
D O I
10.1002/anie.200502658
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Added value: The conjugate addition of cyclic or acyclic α-substituted β-ketoesters to α,β-unsaturated ketones using a chiral organic catalyst (1) can be achieved with good enantioselectivity, diastereoselectivity, and yield. This asymmetric C-C bond formation strategy provides a range of chiral building blocks 2 that contain an all-carbon quaternary stereocenter. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:947 / 950
页数:4
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