4.8 Article

From Racemic Alcohols to Enantiopure Amines: Ru-Catalyzed Diastereoselective Amination

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 36, Pages 12548-12551

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja5058482

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Funding

  1. U.S. National Institutes of Health [DK098446, GM105938]
  2. U.S. National Science Foundation [CHE-1012422]
  3. Direct For Mathematical & Physical Scien
  4. Division Of Chemistry [1012422] Funding Source: National Science Foundation

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A commercially available ruthenium(II) PNP-type pincer catalyst (Ru-Macho) promotes the formation of alpha-chiral tert-butanesulfinylamines from racemic secondary alcohols and Ellmans chiral tert-butanesulfinamide via a hydrogen borrowing strategy. The formation of alpha-chiral tert-butanesulfinylamines occurs in yields ranging from 31% to 89% with most examples giving >95.5 dr.

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