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Synlett 1992; 1992(3): 241-242
DOI: 10.1055/s-1992-21328
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Enantioselective Synthesis of Functionalized Cyclopentenone and Alkylidenecyclopentane Derivatives from an Acyclic Bisallylic Diol Framework

Seiki Saito* , Tetsuya Hara, Kazuhito Naka, Tetsushi Hayashi, Toshio Moriwake
  • *Department of Applied Chemistry, Faculty of Engineering, Okayama University, 3-1-1 Tsushima-naka, Okayama 700, Japan
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Publication Date:
08 March 2002 (online)

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Tandem double Michael and electrophilic enolate trapping processes executed with diethyl (R,R)-4,5-bis(tert-butyldimethylsiloxy-2,6-octadienedioate [(R,R)-1] exclusively afforded cyclized product 3 in high yield. Optically pure highly functionalized cyclopentane 4 and 2-cyclopenten-1-one 5 derivatives have been prepared therefrom.