4.8 Article

Stereodivergent Coupling of 1,3-Dienes with Aldimine Esters Enabled by Synergistic Pd and Cu Catalysis

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 141, Issue 37, Pages 14554-14559

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.9b07600

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Funding

  1. National Young Thousand Talents Plan
  2. National Natural Science Foundation of China [21871150]
  3. Fundamental Research Funds for Central University
  4. State Key Laboratory of Elemento-organic Chemistry of Nankai University
  5. College of Chemistry of Nankai University

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Herein we describe the use of synergistic Pd and Cu catalysis for stereodivergent coupling reactions between 1,3-dienes and aldimine esters. By using different enantiomers of the two metal catalysts, all four stereo-isomers of the coupling products, which have two vicinal stereocenters, could be accessed with high diastereo- and enantioselectivity. This atom-economical cross-coupling reaction has a wide substrate scope and good functional group tolerance. Our work highlights the power of synergistic catalysis for asymmetric coupling reactions involving Pd-hydride catalysts.

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