Catalytic-enantioselective methoxycarbonylation of 1,3-dichloroarene-tricarbonyl-chromium(0) complexes:: A desymmetrization approach to planar chirality

被引：26

作者：

Böttcher, A ^{[1
]}

Schmalz, HG ^{[1
]}

机构：

[1] Univ Cologne, Inst Organ Chem, D-50939 Cologne, Germany

来源：

SYNLETT | 2003年 / 11期

关键词：

arene complexes; asymmetric catalysis; chromium; kinetic resolution; palladium;

D O I：

10.1055/s-2003-41417

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Pd-catalyzed mono-methoxycarbonylation of prochiral 1,3-dichloroarene-Cr(CO)(3) complexes was investigated. In the presence of the chiral ferrocene ligand (R,S-p)-PPF-pyrrolidine the planar-chiral products were obtained with up to 90% ee (53% yield). A strong dependence of the enantioselectivity on the reaction time was observed. A kinetic study using eta(6)- (2,6-dichlorotoluene)Cr(CO)(3) revealed that the initial enantiomeric purity of the monomethoxycarbonylated product is further enhanced due to a kinetic resolution (S = 4.3) connected to the formation of the bis-methoxy-carbonylated side-product.

引用

页码：1595 / 1598

页数：4

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