4.8 Article

Visible-Light-Promoted Asymmetric Cross-Dehydrogenative Coupling of Tertiary Amines to Ketones by Synergistic Multiple Catalysis

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 13, Pages 3694-3698

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201700572

Keywords

amines; cross-coupling; hydrogen; photochemistry; reaction mechanisms

Funding

  1. Natural Science Foundation of China [21390400, 21572232, 21672217, 21521002]
  2. National Program of Topnotch Young Professionals
  3. CAS One-hundred Talents Program

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Reported herein is an unprecedented photocatalytic asymmetric cross-dehydrogenative coupling reaction between tertiary amines and simple ketones, and it proceeds by synergistic multiple catalysis with substoichiometric amounts of a hydrogen acceptor. This process is enabled by a simple chiral primary amine catalyst through the coupling of a catalytic enamine intermediate and an iminium cation intermediate in situ generated from tetrahydroisoquinoline derivatives by coupled Ru/Co catalysis.

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