Catalytic Meerwein-Pondorf-Verley reduction by simple aluminum complexes

被引：105

作者：

Campbell, EJ ^{[1
]}

Zhou, HY ^{[1
]}

Nguyen, ST ^{[1
]}

机构：

[1] Northwestern Univ, Dept Chem, Evanston, IL 60208 USA

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 15期

关键词：

D O I：

10.1021/ol0162116

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Catalytic MPV reduction was successfully carried out using simple aluminum precatalysts, Alkylaluminum reagents were converted to a low-aggregation aluminum alkoxide that was highly active for the MPV reduction of several carbonyl substrates in high yield (50-99%) using (PrOH)-Pr-i as the reducing agent. A high degree of cis/trans selectivity was achieved in the reduction of 2-methylcyclohexanone (cis/trans = 20/80) by (PrOH)-Pr-i. When chiral hydride sources were utilized in the reduction of 2 chloroacetophenone, high enantioselectivity (68-80% ee) was observed.

引用

页码：2391 / 2393

页数：3

共 21 条

[1] Relative oxidation-reduction reactivities of ketones and aldehydes and applications in synthesis [J].