Synthesis of δ-lactones from 2-alkynyl epoxides and 4-alkynyl-1,3-dioxolan-2-ones by palladium catalysed carbonylation and conjugate nucleophilic addition

Academic Article

Abstract

  • Synthesis of δ-lactones from 2-alkynyl epoxides and 4-alkynyl-1,3-dioxolan-2-ones by palladium catalysed carbonylation and conjugate nucleophilic addition was investigated. The stereocontrolled conjugate addition of nucleophiles to the electron deficient 2,3-double bond of allenes gave γ,δ-unsaturated δ-lactones in the case of lithium dimethylcuprate. It was found that the palladium catalysed carbonylation of alkynyldioxolanones and alkynyl epoxides proceeded in good yields under very mild conditions.
  • Authors

    Digital Object Identifier (doi)

    Author List

  • Knight JG; Ainge SW; Baxter CA; Eastman TP; Harwood SJ
  • Start Page

  • 3188
  • End Page

  • 3190
  • Issue

  • 19