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Dynamic Kinetic Asymmetric Amination of Alcohols: From A Mixture of Four Isomers to Diastereo- and Enantiopure α-Branched Amines.

Authors :
Rong ZQ
Zhang Y
Chua RH
Pan HJ
Zhao Y
Source :
Journal of the American Chemical Society [J Am Chem Soc] 2015 Apr 22; Vol. 137 (15), pp. 4944-7. Date of Electronic Publication: 2015 Apr 08.
Publication Year :
2015

Abstract

The first dynamic kinetic asymmetric amination of alcohols via borrowing hydrogen methodology is presented. Under the cooperative catalysis by an iridium complex and a chiral phosphoric acid, α-branched alcohols that exist as a mixture of four isomers undergo racemization by two orthogonal mechanisms and are converted to diastereo- and enantiopure amines bearing adjacent stereocenters. The preparation of diastereo- and enantiopure 1,2-amino alcohols is also realized using this catalytic system.

Details

Language :
English
ISSN :
1520-5126
Volume :
137
Issue :
15
Database :
MEDLINE
Journal :
Journal of the American Chemical Society
Publication Type :
Academic Journal
Accession number :
25837014
Full Text :
https://doi.org/10.1021/jacs.5b02212