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Synlett 1996; 1996(9): 927-928
DOI: 10.1055/s-1996-5625
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An Entry Toward Bicyclo[9.3.1]pentadecatriene Skeleton Aiming Biomimetic Approach to Taxane

Mugio Nishizawa* , Eiko Morikuni, Miho Takeji, Kohsuke Asoh, Ikumi Hyodo, Hiroshi Imagawa, Hidetoshi Yamada
  • *Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770, Japan, Fax 81-886-55-3051, E-Mail mugion@mandala.co.jp
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Publication History

Publication Date:
31 December 2000 (online)

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A bicyclo[9,3,1]pentadecatriene skeleton corresponding to a biogenetic precursor of taxol has been constructed from homogeranyl acetate by means of a biomimetic olefin cyclization with mercury(II) triflate in acetonitrile followed by TiCl4-Zn promoted McMurry cyclization.

bicyclo[9,3,1]pentadecatriene - taxol - mercury(II) triflate - biomimetic olefin cyclization - TiCl4-Zn - McMurry cyclization