Chiral Phosphoric Acid Catalyzed Asymmetric Addition of 2-(Vinyloxy)ethanol to Imines and Applications of the Products

被引：6

作者：

Wu, Xudong ^{[1
]}

Yuan, Xi ^{[1
]}

Yang, Haijun ^{[1
]}

Fu, Hua ^{[1
]}

机构：

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

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 13期

基金：

中国国家自然科学基金;

关键词：

PHARMACOLOGICAL EVALUATION; REVERSE-TRANSCRIPTASE; BRONSTED ACID; INHIBITORS; HYDROGENATION; AZETIDINES; DIACYLHYDRAZINE; ANTAGONIST; ACTIVATION; ZETIDOLINE;

D O I：

10.1021/acs.orglett.9b01970

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral nitrogen-containing molecules such as chiral amines, azetidines, and 2-substituted tetrahydroquinolines are important privileged scaffolds in medicinal chemistry. In this paper, an efficient and highly enantioselective chiral phosphoric acid catalyzed asymmetric addition of 2-(vinyloxy)ethanol to imines has been developed for the first time, providing the corresponding chiral amines containing dioxolane acetals that can transform into useful chiral N-heterocycles including azetidines and 2-substituted tetrahydroquinolines with excellent optical purity.

引用

页码：5335 / 5340

页数：6

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