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Start Over Author "Heitz DR" Topic chloroacetates

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

Author

Arnold JS, Cizio GT, Heitz DR, and Nguyen HM

Subjects
Amination, Catalysis, Stereoisomerism, Substrate Specificity, Acetamides chemistry, Aniline Compounds chemistry, Chloroacetates chemistry, Rhodium chemistry
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.

Published
2012
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