Weak Arene C-H•••O Hydrogen Bonding in Palladium-Catalyzed Arylation and Vinylation of Lactones

被引：65
|
作者：
Huang, Zhiyan [1 ]
Chen, Zuliang [1 ]
Lim, Li Hui [1 ]
Gia Chuong Phan Quang [1 ]
Hirao, Hajime [1 ]
Zhou, Jianrong [1 ]
机构：
[1] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 22期
基金：
新加坡国家研究基金会;
关键词：
cross-coupling; hydrogen bonds; lactones; palladium; ENANTIOSELECTIVE ALPHA-ARYLATION; SUBSTITUTED (S)-PHENYLPIPERIDINES; ASYMMETRIC ARYLATION; BRONSTED ACID; KETONES; PROTONATION; COMPLEXES; SELECTIVITY; OXIDATION; OXINDOLES;
D O I：
10.1002/anie.201300481
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Weak force in action: In the title reaction, the palladium catalyst (see figure, left) uses weak CH×××O hydrogen bonding to control the absolute configuration of the new stereocenter. A similar palladium catalyst (right) used conventional NH×××O hydrogen bonding to guide stereoselection. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：5807 / 5812
页数：6
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