4.8 Article

A New Organocatalytic Concept for Asymmetric α-Alkylation of Aldehydes

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 45, Pages 15929-15932

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja510475n

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Funding

  1. Aarhus University
  2. Carlsberg Foundation
  3. FNU
  4. Alma Mater Studiorum-University of Bologna

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The organocatalytic asymmetric alpha-alkylation of aldehydes by 1,6-conjugated addition of enamines to p-quinone methides is described. Employing a newly developed class of chiral secondary amine catalysts, alpha-diarylmethine-substituted aldehydes with two contiguous stereocenters have been synthesized in a simple manner with good diastereocontrol and excellent enantioselectivity.

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