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Synlett 2000; 2000(12): 1733-1736
DOI: 10.1055/s-2000-8706
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Synthetic Studies on Pectenotoxins: Synthesis of the Common C8-C18 THF Fragment

Daisuke  Awakura* , Kenshu Fujiwara, Akio Murai
  • *Division of Chemistry, Graduate School of Science, Hokkaido University, Sapporo 060-0810, Japan; Fax +81-11-706-2714; E-mail: amurai@sci.hokudai.ac.jp
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Publication Date:
31 December 2000 (online)

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The stereoselective synthesis of the common C8-C18 THF fragment of pectenotoxins is reported. The THF ring was constructed by the ring closure of the epoxide possessing all six asymmetric centers with a 5-exo-mode. These stereogenic centers were arranged successively from the enantiomerically active epoxide by utilizing the stereo-differentiating influence of the proximal functional groups.

pectenotoxins - diarrhetic shellfish poisoning - C8-C18 THF fragment - stereoselective synthesis

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