Construction of α,β-Diamino Diacid Derivatives with Adjacent Acyclic Tetrasubstituted Stereocenters

被引：5

作者：

Zhou, Feng ^{[1
]}

Hu, Qi-Long ^{[1
]}

Hou, Ke-Qiang ^{[1
]}

Chan, Albert S. C. ^{[1
]}

Xiong, Xiao-Feng ^{[1
]}

机构：

[1] Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangdong Prov Key Lab Chiral Mol & Drug Discover, Guangzhou 510006, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 13期

基金：

中国博士后科学基金; 中国国家自然科学基金;

关键词：

BIOLOGICAL SIGNIFICANCE; MANNICH REACTIONS; OXAZOLONES; AZLACTONES; ACIDS;

D O I：

10.1021/acs.joc.2c00950

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient strategy for the diastereoselective synthesis of alpha,beta-diamino diacid derivatives bearing congested vicinal acyclic tetrasubstituted stereocenters via catalytic Mannichtype reactions of azlactones and 2-aminoacrylates was established. A diverse set of alpha,beta-diamino diacid derivatives were synthesized in good to excellent yields and diastereoselectivities. Good enantioselectivity (up to 98:2 er) was achieved by employing the catalyst (DHQD)2PHAL in the subsequent asymmetric study.

引用

页码：8709 / 8718

页数：10

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