Stereoselective [2+2] photocycloaddition of acetylene to chiral 2(5H)-furanones

Ramon Alibés, Pedro De March, Marta Figueredo, Josep Font, Marta Racamonde

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11 Citations (Scopus)

Abstract

The photochemical [2+2] cycloaddition of acetylene to chiral 2(5H)-furanones is investigated. The effect of the substituent at the stereogenic center of the lactone on the chemical yield and facial diastereoselectivity is evaluated. Using a C2-symmetric bis-lactone as substrate, a diastereomeric excess higher than 98% is found. © 2001 Elsevier Science Ltd. All rights reserved.
Original languageEnglish
Pages (from-to)6695-6697
JournalTetrahedron Letters
Volume42
Issue number38
DOIs
Publication statusPublished - 17 Sep 2001

Keywords

  • Acetylene
  • Cyclobutenes
  • Diastereoselection
  • Furanones
  • Photochemical cycloadditions

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