The cycloaddition of cyclopropenes to enones

Research output: Contribution to journalArticlepeer-review

Electronic versions

  • JR Al Dulayymi
  • MS Baird
  • HH Hussain
  • BJ Alhourani
  • AMY Alhabashna
  • SJ Coles
  • MB Hursthouse
A number of 1- and 1,2-disubstituted cyclopropenes undergo [4+2]-cycloaddition to methyl vinyl ketone or acrolein at ambient temperature to produce 2-oxabicyclo[4.1.0]hept-3-enes. When 1-phenyl-2-trimethylsilyl cyclopropene is treated with 0.4 mel. equiv. of m-chloroperbenzoic acid, the derived ring-opened enone undergoes [4+2]-cycloaddition to the remaining starting material at ambient temperature. (C) 2000 Elsevier Science Ltd. All rights reserved.
Original languageEnglish
Pages (from-to)4205-4208
Number of pages4
JournalTetrahedron Letters
Volume41
Issue number21
DOIs
Publication statusPublished - 29 May 2000
View graph of relations