Enantiodivergent and γ-Selective Asymmetric Allylic Amination

被引:79
作者
Wang, Jianmin [1 ]
Chen, Jie [1 ]
Kee, Choon Wee [1 ]
Tan, Choon-Hong [1 ]
机构
[1] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
关键词
allylic compounds; asymmetric synthesis; homogeneous catalysis; organocatalysis; synthetic methods; ENANTIOSELECTIVE SYNTHESIS; CATALYZED ADDITION; DERIVATIVES;
D O I
10.1002/anie.201107317
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Double agent: The title reaction using the guanidine catalyst 1 can deliver both enantiomers of the product with excellent enantioselectivity by judicious choice of the double bond geometry of the the β,γ-unsaturated carbonyl compound. Computational studies reveal the possible origin of the inversed enantioselectivity, and the potential for enantiodivergent synthesis chiral amine-containing substrates is attractive. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:2382 / 2386
页数:5
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