Enantioselective Rhodium(I)-Catalyzed [3+2] Annulations of Aromatic Ketimines Induced by Directed C?H Activations

被引:166
作者
Tran, Duc N. [1 ,2 ]
Cramer, Nicolai [1 ]
机构
[1] EPFL SB ISIC LCSA, Lab Asymmetr Catalysis & Synth, CH-1015 Lausanne, Switzerland
[2] ETH, Organ Chem Lab, CH-8093 Zurich, Switzerland
基金
欧洲研究理事会;
关键词
alkynes; annulation; asymmetric catalysis; C?H activation; rhodium; H BOND ACTIVATION; CATALYZED DIRECT ARYLATION; ORGANIC-SYNTHESIS; CARBON-HYDROGEN; INTERMOLECULAR HYDROACYLATION; REGIOSELECTIVE SYNTHESIS; BENZOIC-ACIDS; ALKYNES; FUNCTIONALIZATION; CLEAVAGE;
D O I
10.1002/anie.201105766
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Triple selectivity: Highly substituted indenylamines can be obtained with high enantioselectivity by formal [3+2] additions of aryl ketimines with internal alkynes. These rhodium(I)-catalyzed processes proceed by selective C-H activation of one of the two arene substituents, regioselective carbometalation of the alkyne, and enantioselective addition across the imine. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:11098 / 11102
页数:5
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