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Rhodium-catalyzed regio- and enantioselective amination of racemic secondary allylic trichloroacetimidates with N-methyl anilines.

Authors :
Arnold JS
Cizio GT
Heitz DR
Nguyen HM
Source :
Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2012 Dec 07; Vol. 48 (94), pp. 11531-3.
Publication Year :
2012

Abstract

We report the chiral diene ligated rhodium-catalyzed dynamic kinetic asymmetric transformation (DYKAT) of racemic secondary allylic trichloroacetimidates with a variety of N-methyl anilines, providing allylic N-methyl arylamines in high yields, regioselectivity, and enantiomeric excess. The rhodium-catalyzed DYKAT method addresses limitations previously associated with this particular class of aromatic nitrogen nucleophiles.

Details

Language :
English
ISSN :
1364-548X
Volume :
48
Issue :
94
Database :
MEDLINE
Journal :
Chemical communications (Cambridge, England)
Publication Type :
Academic Journal
Accession number :
23090208
Full Text :
https://doi.org/10.1039/c2cc36961c