CeCl3•7H2O:: An effective additive in Ru-catalyzed enantioselective hydrogenation of aromatic α-ketoesters

被引：70

作者：

Meng, Qinghua ^{[1
]}

Sun, Yanhui ^{[2
]}

Ratovelomanana-Vidal, Virginie ^{[3
]}

Genet, Jean Pierre ^{[3
]}

Zhang, Zhaoguo ^{[1
,2
]}

机构：

[1] Shanghai Jiao Tong Univ, Sch Chem & Chem Technol, Shanghai 200240, Peoples R China

[2] Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China

[3] Ecole Natl Super Chim, Lab Synth Select Organ & Produits Nat, F-75231 Paris, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 10期

关键词：

D O I：

10.1021/jo800228e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the presence of catalytic amounts of CeCl3 center dot 7H(2)O, [RuCl(benzene)(S)-SunPhos]Cl is a highly effective catalyst for the asymmetric hydrogenation of aromatic alpha-ketoesters. A variety of ethyl alpha-hydroxy-alpha-arylacetates have been prepared in up to 98.3% ee with a TON up to 10 000. Challenging aromatic alpha-ketoesters with ortho substituents are also hydrogenated with high enantioselectivities. The addition of CeCl3 center dot 7H(2)O not only improves the enantioselectivity but also enhances the stability of the catalyst. The ratio of CeCl3 center dot 7H(2)O to [RuCl(benzene)(S)-SunPhos]Cl plays an important role in the hydrogenation reaction with a large substrate/catalyst ratio.

引用

页码：3842 / 3847

页数：6

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