4.7 Article

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

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CHEMICAL COMMUNICATIONS
卷 48, 期 94, 页码 11531-11533

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c2cc36961c

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  1. University of Iowa
  2. ACS Division of Organic Chemistry

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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.

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