Cobalt-Catalyzed Z to E Geometrical Isomerization of 1,3-Dienes

J Org Chem. 2022 Apr 1;87(7):4712-4723. doi: 10.1021/acs.joc.1c03164. Epub 2022 Mar 11.

Abstract

An efficient cobalt-catalyzed geometrical isomerization of 1,3-dienes is described. In the combination of a CoCl2 precatalyst with an amido-diphosphine-oxazoline ligand, the geometrical isomerization of E/Z mixtures of 1,3-dienes proceed in a stereoconvergent manner, affording (E) isomers in high stereoselectivity. This facile transformation features a broad substrate scope with good functional group tolerance and could be scaled up to the gram scale smoothly with a catalyst loading of 1 mol %.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Cobalt*
  • Isomerism
  • Polyenes*

Substances

  • Polyenes
  • Cobalt