4.8 Article

Cooperative Ni/Cu-Catalyzed Asymmetric Propargylic Alkylation of Aldimine Esters

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 34, Pages 14270-14274

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202005019

Keywords

asymmetric catalysis; chiral amine esters; dual catalysis; homogeneous catalysis; propargylation

Funding

  1. National Natural Science Foundation of China [21702198, 21971227]
  2. Anhui Provincial Natural Science Foundation [1808085MB30]
  3. Fundamental Research Funds for the Central Universities [WK2340000090]
  4. 1000-Youth Talents Plan

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A novel Ni/Cu dual catalysis gives rise to fundamentally new cooperative reactivity and enables the regio- and enantioselective propargylic alkylation reaction. A diverse set of alpha-quaternary propargylated amino ester derivatives were synthesized in good yields with excellent enantioselectivity (up to 99 %ee). This work highlights the power of cooperative catalysis, which can be expected to have broad implications in homogeneous catalysis beyond the highly valuable synthetic intermediates.

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