Pd-Catalyzed Cross-Coupling of Aryl lithium Reagents with 2-Alkoxy-Substituted Aryl Chlorides: Mild and Efficient Synthesis of 3,3′-Diaryl BINOLs

被引：28

作者：

Castello, Luis M. ^{[1
]}

Hornillos, Valentin ^{[1
]}

Vila, Carlos ^{[1
]}

Giannerini, Massimo ^{[1
]}

Fananas-Mastral, Martin ^{[1
]}

Feringa, Ben L. ^{[1
]}

机构：

[1] Univ Groningen, Stratingh Inst Chem, Nijenborgh 4, NL-9747 AG Groningen, Netherlands

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 01期

基金：

欧洲研究理事会;

关键词：

DIRECTED ORTHO-METALATION; CHIRAL BRONSTED ACID; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC CATALYSIS; DIETHYLZINC; DERIVATIVES; ACTIVATION; VANCOMYCIN; COMPLEXES; ALDEHYDES;

D O I：

10.1021/ol5032409

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium-catalyzed cross-coupling of aryllithium reagents with 2-alkoxy-substituted aryl chlorides is described. The reactions proceed under mild conditions with short reaction times and provide a wide range of 2-alkoxy-substituted biaryls. This new methodology is applied to the efficient preparation of 3,3'-diaryl BINOLs and represents the first synthesis of this important class of chiral compounds from the corresponding 3,3'-dichloro BINOLs.

引用

页码：62 / 65

页数：4

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