Stereoselective Synthesis of Arylglycine Derivatives via Palladium-Catalyzed α-Arylation of a Chiral Nickel(II) Glycinate

被引：19

作者：

Zhang, Fan

Sun, Hengzhi

Song, Zhuang

Zhou, Shuxi

Wen, Xiaoan

Xu, Qing-Long ^{[1
]}

Sun, Hongbin

机构：

[1] China Pharmaceut Univ, Jiangsu Key Lab Drug Discovery Metab Dis, Nanjing 210009, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 09期

基金：

中国国家自然科学基金;

关键词：

ASYMMETRIC-SYNTHESIS; AMINO-ACIDS; NI(II) COMPLEXES; ENANTIOSELECTIVE SYNTHESIS; NUCLEOPHILIC-ADDITION; EFFICIENT SYNTHESIS; ENZYMATIC-SYNTHESIS; ALDOL REACTIONS; GENERAL-METHOD; HOMOLOGATION;

D O I：

10.1021/acs.joc.5b00314

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A practical and efficient stereoselective synthesis of arylglycine derivatives was realized via palladium-catalyzed alpha-arylation of a chiral nickel(II) glycinate complex with aryl bromides. The structurally diverse arylglycine products were obtained in excellent isolated yields and with good diastereoselectivity. A simple acidic hydrolysis furnished optically pure arylglycines in high yield, and the chiral ligand (S)-BPB could be efficiently recovered and reused.

引用

页码：4459 / 4464

页数：6

共 67 条

[61] Enantioselective synthesis of arylglycine derivatives by direct C-H oxidative cross-coupling [J].