4.8 Article

Catalytic Hydrothiolation: Regio- and Enantioselective Coupling of Thiols and Dienes

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 140, Issue 33, Pages 10443-10446

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b06957

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Funding

  1. UC Irvine
  2. National Institutes of Health [R35GM127071]
  3. National Science Foundation [CHE-1465263]
  4. NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R35GM127071] Funding Source: NIH RePORTER

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We report a Rh-catalyzed hydrothiolation of 1,3-dienes, including petroleum feedstocks. Either secondary or tertiary allylic sulfides can be generated from the selective addition of a thiol to the more substituted double bond of a diene. The catalyst tolerates a wide range of functional groups, and the loading can be as low as 0.1 mol %.

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