Rhodium(III)-Catalyzed Intramolecular Hydroarylation, Amidoarylation, and Heck-type Reaction: Three Distinct Pathways Determined by an Amide Directing Group

被引:143
作者
Davis, Tyler A. [1 ]
Hyster, Todd K. [1 ]
Rovis, Tomislav [1 ]
机构
[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
关键词
amidoarylation; C-H activation; Heck-type reaction; hydroarylation; rhodium; H BOND ACTIVATION; AROMATIC IMINES; N-METHOXYBENZAMIDES; CONJUGATE ADDITION; ORTHO-ALKYLATION; MILD CONDITIONS; ANNULATION; FUNCTIONALIZATION; ALKENES; OLEFINATION;
D O I
10.1002/anie.201307631
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The amide decides: Three different rhodium(III)-catalyzed reaction pathways of a wide variety of tethered alkenes can be accessed through changing the amide directing group. This provides an efficient route to a myriad of complex polycyclic products, many containing newly formed all-carbon quaternary centers. Amidoarylations can diastereoselectively deliver products with up to three contiguous stereocenters. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:14181 / 14185
页数:5
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