Palladium-catalyzed cross-coupling reactions of organogold(I) phosphanes with allylic electrophiles

被引：12

作者：

Pena-Lopez, Miguel ^{[1
]}

Ayan-Varela, Miguel ^{[1
]}

Sarandeses, Luis A. ^{[1
]}

Perez Sestelo, Jose ^{[1
]}

机构：

[1] Univ A Coruna, Dept Quim Fundamental, E-15071 La Coruna, Spain

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 08期

关键词：

GOLD BOND FORMATION; RHODIUM TRANSMETALATION; KINETIC RESOLUTION; COMPLEXES; REACTIVITY; HALIDES; EPOXIDATION; MECHANISM; ACETATES; BENZENE;

D O I：

10.1039/c2ob06788a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aryl and alkenylgold(I) phosphanes react regioselectively with allylic electrophiles such as cinnamyl and geranyl halides (bromide, chloride and acetates) under palladium catalysis in THF at 80 degrees C to afford the a-substitution product with moderate to high yields. When the reaction is performed with a chiral enantiopure secondary acetate, the a-substituted cross-coupling product is obtained with complete inversion of the stereochemistry.

引用

页码：1686 / 1694

页数：9

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