Azole-Directed Cobalt-Catalyzed Asymmetric Hydrogenation of Alkenes

Chemistry. 2022 Aug 4;28(44):e202201517. doi: 10.1002/chem.202201517. Epub 2022 Jun 20.

Abstract

The azole-directed cobalt-catalyzed asymmetric hydrogenation of alkenes has been developed with high efficiency. With this approach, chiral pyrazole compounds were obtained in quantitative yields and excellent enantioselectivities (up to 99 % ee) under mild conditions, and the hydrogenation was conducted on a gram scale with up to 2000 TON. Several useful applications were demonstrated including the convenient introduction of β-chirality to a drug intermediate containing an azole ring.

Keywords: alkenes; asymmetric hydrogenation; azoles; bisphosphines; cobalt.

MeSH terms

  • Alkenes*
  • Azoles
  • Catalysis
  • Cobalt*
  • Hydrogenation
  • Stereoisomerism

Substances

  • Alkenes
  • Azoles
  • Cobalt