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.
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收藏
页码：72 / 75
页数：4
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