A Method for the Catalytic Enantioselective Synthesis of Chiral α-Azido and α-Amino Ketones from Racemic α-Bromo Ketones, and Its Generalization to the Formation of Bonds to C, O, and S

被引：43

作者：

Gomes, Roberto da Silva ^{[1
]}

Corey, E. J. ^{[1
]}

机构：

[1] Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2019年 / 141卷 / 51期

关键词：

QUATERNARY AMMONIUM-SALT; AMINATION; KETAMINE; ACIDS;

D O I：

10.1021/jacs.9b12315

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new and practical method has been developed for the transformation of racemic alpha-bromo ketones to chiral alpha-azido and alpha-amino ketones with high enantioselectivity using phase transfer, ion-pair mediated reactions with a recoverable chiral quaternary salt (10 mol %) as catalyst in fluorobenzene-water. The process has been generalized to a variety of other attachments including of C, O, S, and NHR.

引用

页码：20058 / 20061

页数：4

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