Atropodiastereoselective C-H Olefination of Biphenyl p-Tolyl Sulfoxides with Acrylates

被引：131

作者：

Wesch, Thomas ^{[1
]}

Leroux, Frederic R. ^{[1
]}

Colobert, Francoise ^{[1
]}

机构：

[1] Univ Strasbourg, ECPM, Lab Chim Mol, UMR CNRS 7509, F-67087 Strasbourg, France

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2013年 / 355卷 / 11-12期

关键词：

axial chirality; biaryls; CH functionalization; olefination; sulfoxides; DIRECTED BIARYL SYNTHESIS; BROMINE-LITHIUM EXCHANGE; CHIRAL NATURAL-PRODUCTS; COUPLING REACTIONS; BOND FORMATION; CATALYZED ARYLATION; LACTONE CONCEPT; PALLADIUM; ACTIVATION; DESYMMETRIZATION;

D O I：

10.1002/adsc.201300446

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A stereoselective method for the synthesis of axially chiral biaryl scaffolds by CH bond functionalization was accomplished using chiral sulfoxide both as the directing group enabling the regioselective activation of a CH bond and as the chiral auxiliary generating an asymmetric environment in the coordination sphere of the metal complex. We have demonstrated the directing ability of the p-tolylsulfinyl group in promoting the Pd(II)-catalyzed CH olefination of biphenyls.

引用

页码：2139 / 2144

页数：6

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