Catalytic Asymmetric Hydrophosphonylation of Ketimines

被引：49

作者：

Yin, Liang ^{[1
]}

Bao, Youmei ^{[1
]}

Kumagai, Naoya ^{[1
]}

Shibasaki, Masakatsu ^{[1
,2
]}

机构：

[1] Inst Microbial Chem BIKAKEN, Shinagawa Ku, Tokyo 1410021, Japan

[2] JST, ACT C, Shinagawa Ku, Tokyo 1410021, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2013年 / 135卷 / 28期

关键词：

ALPHA-AMINOPHOSPHONIC ACIDS; ENANTIOSELECTIVE HYDROPHOSPHONYLATION; AMINO PHOSPHONATES; STEREOSELECTIVE-SYNTHESIS; PHOSPHORUS ANALOGS; CONSTRUCTION; IMINES; ALDEHYDES; CONVENIENT; ALDIMINES;

D O I：

10.1021/ja4059316

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Catalytic asymmetric hydrophosphonylation of aromatic and aliphatic N-thiophosphinoyl ketimines with dialkyl phosphite was efficiently promoted by as little as 0.5 mol% of catalyst loading at ambient temperature. The catalyst can be recovered for repeated use, and facile removal of the thiophosphinoyl group allowed for ready access to the phosphonic acid analogue of enantioenriched alpha,alpha-disubstituted alpha-amino acids.

引用

页码：10338 / 10341

页数：4

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