Diastereoselectivity studies on the photo-activated cycloaddition of 5-(1,2-dioxyethyl)-2(5H)-furanones to alkenes

Joan R. Cucarull-González, Ramon Alibés, Marta Figueredo, Josep Font

Research output: Contribution to journalArticleResearchpeer-review

3 Citations (Scopus)

Abstract

©ARKAT-USA, Inc. A series of 2(5H)-furanones, bearing a 1,2-dioxyethyl substituent at the γ-carbonyl position, have been prepared and explored as substrates in photochemical reactions with alkenes. Compared to the simpler oxymethyl analogues, the homologation of the side chain is highly beneficial to the antifacial selectivity of the [2+2] cycloadditions. Most reactions occur in synthetically useful yields, giving access to new polyfunctionalized cyclobutane-fused furanones.
Original languageEnglish
Pages (from-to)193-213
JournalArkivoc
Volume2015
Issue number3
DOIs
Publication statusPublished - 29 Jan 2015

Keywords

  • Diastereoselectivity
  • Furanones
  • Photochemistry
  • [2+2] cycloaddition

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