Synthesis of Atropisomerically Defined, Highly Substituted Biaryl Scaffolds through Catalytic Enantioselective Bromination and Regioselective Cross-Coupling

被引：50
|
作者：
Gustafson, Jeffrey L. [1 ]
Lim, Daniel [1 ]
Barrett, Kimberly T. [1 ]
Miller, Scott J. [1 ]
机构：
[1] Yale Univ, Dept Chem, New Haven, CT 06520 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 22期
基金：
美国国家卫生研究院;
关键词：
atropisomerism; bromination; cross-coupling reactions; peptides; regioselectivity; AXIALLY CHIRAL BIARYLS; ASYMMETRIC-SYNTHESIS; HALOGENATED NITROGEN; METAL-COMPLEXES; OXYGEN; SCOPE;
D O I：
10.1002/anie.201101147
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A selective sequence: An enantioselective synthesis (see scheme) of atropisomerically defined p-terphenyls, as well as tetra- and pentaaryl compounds is reported. The synthesis proceeds through sequential atropisomer-selective electrophilic aromatic substitution and regioselective palladium-catalyzed cross-coupling reactions. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：5125 / 5129
页数：5
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