Stereoselective synthesis of furans by the Pd-catalyzed Oshima-Utimoto reaction

Org Lett. 2005 Jul 21;7(15):3367-70. doi: 10.1021/ol051275s.

Abstract

[reaction: see text]. The Pd-catalyzed coupling of acyclic allylic alcohols with vinyl ethers was examined and found to proceed with 2.5-10 mol % of catalyst and to provide cyclic acetals with good stereoselection. The reaction is tolerant of a number of functional groups and can be used to generate quaternary centers in a stereoselective fashion.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Catalysis
  • Furans / chemical synthesis*
  • Furans / chemistry
  • Molecular Structure
  • Palladium / chemistry*
  • Stereoisomerism

Substances

  • Furans
  • Palladium