A total synthesis of (+)-eremantholide A

Ken ichi Takao, Hiroshi Ochiai, Takahiko Hashizuka, Hirokazu Koshimura, Kin ichi Tadano, Seiichiro Ogawa

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Stereoselective and enantiospecific total synthesis of (+)-eremantholide A (1) is described. The present total synthesis features 1) regio- and stereoselective radical carbocyclization of D-glucose-derived γ-lactone7, and 2) a nine-membered ring formation by the coupling reaction of bicyclic triflate18 and known furanone19 followed by a vinylogous aldol reaction.

Original languageEnglish
Pages (from-to)1487-1490
Number of pages4
JournalTetrahedron Letters
Issue number9
Publication statusPublished - 1995 Feb 27

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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    Takao, K. I., Ochiai, H., Hashizuka, T., Koshimura, H., Tadano, K. I., & Ogawa, S. (1995). A total synthesis of (+)-eremantholide A. Tetrahedron Letters, 36(9), 1487-1490. https://doi.org/10.1016/0040-4039(95)00066-L