Organic Chemistry Portal

Abstracts

Search:

Rhodium-Catalyzed Dynamic Kinetic Asymmetric Transformations of Racemic Tertiary Allylic Trichloroacetimidates with Anilines

Jeffrey S. Arnold and Hien M. Nguyen*

*Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, United States, Email: hien-nguyenuiowa.edu

J. S. Arnold, H. M. Nguyen, J. Am. Chem. Soc., 2012, 134, 8380-8383.

DOI: 10.1021/ja302223p (free Supporting Information)



see article for more reactions

Abstract

A regio- and enantioselective amination of racemic tertiary allylic trichloroacetimidates with a variety of aniline nucleophiles in the presence of a chiral diene-ligated rhodium catalyst is a direct and efficient route to chiral α,α-disubstituted allylic N-arylamines in good yields with very good levels of regio- and enantioselectivity.


see article for more examples



Synthesis of α,α-Disubstituted Aryl Amines by Rhodium-Catalyzed Amination of Tertiary Allylic Trichloroacetimidates

J. S. Arnold, G. T. Cizio, H. M. Nguyen, Org. Lett., 2011, 13, 5576-5579.


Key Words

Allylic Amines, Aryl Amines


ID: J48-Y2012-1530