4.8 Article

Cobalt-Catalyzed Asymmetric Hydrogenation of 1,1-Diarylethenes

Journal

ORGANIC LETTERS
Volume 18, Issue 7, Pages 1594-1597

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b00453

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Funding

  1. National Natural Science Foundation of China [21472162]
  2. Thousand Youth Talents Plan
  3. Fundamental Research Funds for the Central Universities [2013QNA3022]

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Highly enantioselective cobalt-catalyzed hydrogenation of 1,1-diarylethenes was developed by using bench stable chiral oxazoline iminopyridine-cobalt complexes as precatalysts. A unique o-chloride effect was observed to achieve high enantioselectivity. Easy removal as well as further transformations of the chloro group make this protocol a potentially useful alternative to synthesize various chiral 1,1-diarylethanes. This process can be successfully performed under 1 atm of hydrogen at room temperature on gram scale.

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