Enantioposition-selective arylation of biaryl ditriflates by palladium-catalyzed asymmetric Grignard cross-coupling

被引:67
作者
Kamikawa, T [1 ]
Hayashi, T [1 ]
机构
[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
基金
日本学术振兴会;
关键词
D O I
10.1016/S0040-4020(98)01154-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Asymmetric cross-coupling of achiral biaryl ditriflates with aryl Grignard reagents in the presence of 1 equiv of lithium bromide and 5 mol % of palladium complex PdCl2[(S)-alaphos], where alaphos stands for (2-dimethylamino)propyldiphenylphosphine, gave axially chiral monophenylation products with high enantioposition-selectivity. The remaining triflate group in the monophenylation products was substituted with carboxyl and diphenylphosphino groups through palladium-catalyzed carbonylation and diphenylphosphinylation, respectively. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3455 / 3466
页数:12
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