4.8 Article

Enantioselective Aminomethylamination of Conjugated Dienes with Aminals Enabled by Chiral Palladium Complex-Catalyzed C-N Bond Activation

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 138, Issue 13, Pages 4314-4317

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b00976

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Funding

  1. Chinese Academy of Sciences
  2. National Natural Science Foundation of China [21222203, 21133011]

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A novel highly enantioselective amino-methylamination of conjugated dienes with aminals catalyzed by a chiral palladium complex ligated with BINOL-derived chiral diphosphinite has been successfully developed. This reaction proceeds via a Pd-catalyzed cascade C-N bond activation, aminomethylation, and asymmetric allylic amination reaction under mild reaction conditions, providing a unique and efficient strategy for the synthesis of enantiomerically pure allylic 1,3-diamines.

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