Diastereo- and Enantioselective Asymmetric Hydrogenation of α-Amido-β-keto Phosphonates via Dynamic Kinetic Resolution

被引：39

作者：

Tao, Xiaoming ^{[1
]}

Li, Wanfang ^{[1
]}

Li, Xiaoming ^{[1
]}

Xie, Xiaomin ^{[1
]}

Zhang, Zhaoguo ^{[1
,2
]}

机构：

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

[2] Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 01期

基金：

中国国家自然科学基金;

关键词：

RUTHENIUM-CATALYZED HYDROGENATION; CHIRAL DIPHOSPHINE LIGANDS; IR-F-BINAPHANE; EFFICIENT SYNTHESIS; HYDROXY ESTERS; STEREOSELECTIVE-SYNTHESIS; ORGANIC-SYNTHESIS; AMINO; ACIDS; ROUTE;

D O I：

10.1021/ol303105d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Dynamic kinetic resolution of various alpha-amido-beta-keto phosphonates via asymmetric hydrogenation proceeded efficiently to give the corresponding beta-hydroxy-alpha-amido phosphonates in high diastereo- and enantioselectivities (up to 99:1 syn/anti, 99.8% ee). The addition of catalytic amounts of CeCl3 center dot 7H(2)O is necessary to achieve both good selectivity and catalytic efficiency under mild reaction conditions.

引用

页码：72 / 75

页数：4

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