Iron-Catalyzed Diastereoselective Synthesis of Unnatural Chiral Amino Acid Derivatives

被引：33

作者：

Zhang, Hao ^{[1
]}

Li, Haifang ^{[1
]}

Yang, Haijun ^{[1
]}

Fu, Hua ^{[1
]}

机构：

[1] Tsinghua Univ, Dept Chem, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Minist Educ, Beijing 100084, Peoples R China

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 14期

基金：

中国国家自然科学基金;

关键词：

C(SP(3))-H ARYLATION; ASYMMETRIC-SYNTHESIS; ORGANOZINC REAGENTS; STRECKER REACTIONS; RADICAL-ADDITION; ALKYL-HALIDES; BONDS; FUNCTIONALIZATION; DEHYDROALANINE; HYDROGENATION;

D O I：

10.1021/acs.orglett.6b01493

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An iron-catalyzed diastereoselective synthesis of unnatural chiral (S)-alpha-amino acids with gamma-quaternary carbon centers has been developed. The protocol uses inexpensive iron salt as the catalyst, readily available 2-phthaloyl acrylamide and alkenes as the starting materials, and phenylsilane as the reductant, and the reactions were performed well in mixed solvent of 1,2-dichloroethane and ethylene glycol at room temperature. The method shows some advantages including simple and wide substrates, mild conditions, high diastereoselectivity, and easy workup procedures.

引用

页码：3362 / 3365

页数：4

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