4.8 Article

Enantioselective Allylic Alkylation with 4-Alkyl-1,4-dihydropyridines Enabled by Photoredox/Palladium Cocatalysis

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 140, Issue 49, Pages 16914-16919

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b10766

Keywords

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Funding

  1. National Natural Science Foundation of China [21672098, 21732003]
  2. National Key Research and Development Program of China [2018YFC0310900]
  3. Fundamental Research Funds for the Central Universities [020814380092]

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Highly regio- and enantioselective allylic alkylation has been achieved enabled by the merger of photoredox and palladium catalysis. In this dual catalytic process, alkyl radicals generated from 4-alkyl-1,4-dihydropyridines act as the coupling partners of the pi-allyl palladium complexes. The generality of this method has been illustrated through the reaction of a variety of allyl esters with 4-alkyl-1,4-dihydropyridines. This mechanistically novel strategy expands the scope of the traditional Pd-catalyzed asymmetric allylic alkylation reaction and serves as its alternative and potential complement.

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