Rhenium-catalyzed synthesis of stereodefined cyclopentenes from β-ketoesters and aliphatic allenes

Salprima Yudha S, Yoichiro Kuninobu, Kazuhiko Takai

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19 Citations (Scopus)


(Chemical Equation Presented) Come on allene: Commercially available [Re2(CO)10] as a catalyst provides five-membered carbocycles in moderate to excellent yields with high stereoselectivity (see scheme). The configuration at each of the three sp3 carbon centers of the ring is defined. The reaction proceeds at the β, γ, and adjacent methylene positions of the allene; previously, similar reactions usually occurred at the α, β, and γ positions of the allene.

Original languageEnglish
Pages (from-to)9318-9321
Number of pages4
JournalAngewandte Chemie - International Edition
Issue number48
Publication statusPublished - Nov 17 2008



  • Allenes
  • Cyclopentenes
  • Rhenium
  • Synthetic methods

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis

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