Diametric Stereocontrol in Dynamic Catalytic Reduction of Racemic Acyl Phosphonates: Divergence from α-Keto Ester Congeners

被引：69

作者：

Corbett, Michael T. ^{[1
]}

Johnson, Jeffrey S. ^{[1
]}

机构：

[1] Univ N Carolina, Dept Chem, Chapel Hill, NC 27599 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2013年 / 135卷 / 02期

关键词：

ASYMMETRIC TRANSFER HYDROGENATION; HETERO-DIELS-ALDER; HIGHLY ENANTIOSELECTIVE HYDROPHOSPHONYLATION; PHOSPHINIC ACID ANALOGS; HYDROXY PHOSPHONATES; AL(SALALEN) COMPLEX; KINETIC RESOLUTION; ALDEHYDES; INHIBITORS; PHOSPHORUS;

D O I：

10.1021/ja310980q

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An unexpected dichotomy was observed in the Ru-catalyzed asymmetric transfer hydrogenation of acyl phosphonates: reduction proceeded from the opposite face relative to that observed in the analogous reduction of alpha-keto esters. The first highly selective catalytic hydrogenation of acyl phosphonates was utilized in the dynamic kinetic resolution of alpha-aryl acyl phosphonates, providing beta-stereogenic alpha-hydroxy phosphonic acid derivatives.

引用

页码：594 / 597

页数：4

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