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Synlett 1991; 1991(6): 393-395
DOI: 10.1055/s-1991-20738
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Synthetic Studies on the Bicyclo[7.3.1]tridecenediyne System in an Antitumor Antibiotic, Dynemicin A

Toshio Nishikawa* , Minoru Isobe, Toshio Goto
  • *Laboratory of Organic Chemistry, School of Agriculture, Nagoya University, Chikusa, Nagoya 464-01, Japan
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Publikationsdatum:
07. März 2002 (online)

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Dynemicin A, a potent antitumor antibiotic, has a novel 10-membered enediyne ring connected to an anthraquinone moiety. A model compound, having the bicyclo[7.3.1]tridec-4-ene-2,6-diyne system, without the aromatic moiety was synthesized from 3-ethoxy-2-cyclohexen-1-one in 12 steps through an intramolecular acetylide cyclization as a key reaction. The cyclized product was transformed into an experamicin/ calicheamicin type ring system.

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