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

December 2019Journal of the American Chemical Society XXXX(XXX)

DOI: 10.1021/jacs.9b12315

Authors:

Roberto Gomes

UFGD - Universidade Federal da Grande Dourados

Elias J. Corey

Request Full-text Paper PDF

To read the full-text of this research, you can request a copy directly from the authors.

Download citation

Citations (4)

Abstract

A new and practical method has been developed for the transformation of racemic α-bromo ketones to
chiral α-azido and α-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.