Regioselectivity of the intramolecular photocycloaddition of α,β-butenolides to a terminal alkene

F. Busquéa, P. De March, M. Figueredo, J. Font, P. Margaretha, J. Raya

Research output: Contribution to journalArticleResearchpeer-review

14 Citations (Scopus)

Abstract

The intramolecular [2+2] photocycloaddition of α,β-butenolides to a terminal double bond tethered to the lactone through the γ-position and located at a suitable distance has been studied. The regioselectivity of the photoisomerization depends on the substitution pattern of the substrate and can be rationalized by simple theoretical calculations performed on the diradical intermediates.
Original languageEnglish
Pages (from-to)1143-1148
JournalSynthesis
Issue number8
Publication statusPublished - 10 Jul 2001

Keywords

  • α,β-Butenolides
  • Alkenes
  • Intermediate diradicals
  • Intramolecular photochemical cycloaddition
  • Regioselectivity

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