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

被引：54

作者：

Kamikawa, T ^{[1
]}

Uozumi, Y ^{[1
]}

Hayashi, T ^{[1
]}

机构：

[1] KYOTO UNIV,FAC SCI,DEPT CHEM,KYOTO 60601,JAPAN

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 18期

关键词：

D O I：

10.1016/0040-4039(96)00517-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Asymmetric cross-coupling of prochiral biaryl ditriflate, 1-[2,6-bis[[(trifluoromethyl)sulfonyl]oxy]phenyl]naphthalene (1) or 1,3-bis[[(trifluoromethyl)sulfonyl]oxy]-2-(biphenyl-2-yl)benzene (4) with triphenylsilylethynylmagnesium bromide in the presence of lithium bromide and 5 mol % of palladium catalyst, PdCl2[(S)-Alaphos], proceeded with high enantioposition selectivity to give high yields of the corresponding axially chiral monoalkynylated biaryls, 2a or 2d, of high enantiomeric purity (up to >99% ee). Copyright (C) 1996 Elsevier Science Ltd

引用

页码：3161 / 3164

页数：4

共 7 条

[1] CHIRAL (BETA-AMINOALKYL)PHOSPHINES - HIGHLY EFFICIENT PHOSPHINE-LIGANDS FOR CATALYTIC ASYMMETRIC GRIGNARD CROSS-COUPLING [J].