Enantioselective Synthesis of H-Phosphinic Acids Bearing Natural Amino Acid Residues

被引：19

作者：

Yao, Ojuli ^{[1
]}

Yuan, Chengye ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 14期

基金：

美国国家科学基金会;

关键词：

ASYMMETRIC-SYNTHESIS; ALPHA-AMINO; TERT-BUTANESULFINIMINES; AMINOPHOSPHONIC ACIDS; INHIBITORS; ANALOGS; ROUTE;

D O I：

10.1021/jo400798f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first systematic study on the asymmetric synthesis of H-phosphinic acids bearing natural protein amino acid residues was reported on the basis of the asymmetric addition of ethyl diethoxymethylphosphinate to N-tert-butane-sulfinyl imines. Good yields and moderate to high enantiose-lectivities were obtained. Reliable methods were developed for the elucidation of the stereochemistry of these phosphinic acids and derivatives thereof. The transformation of the side chains of these analogues was studied. Methods for the conversion of the alpha-aminophosphinates to oligopetides were reported.

引用

页码：6962 / 6974

页数：13

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