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Synlett 1994; 1994(8): 604-606
DOI: 10.1055/s-1994-22942
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First Total Synthesis of Optically Pure Metabolites of Gomisin A

Masahide Tanaka* , Hiroshi Mitsuhashi, Masao Maruno, Takeshi Wakamatsu
  • *Central Research Laboratories, Tsumura & Co., 3586 Yoshiwara, Ami-machi, Inashiki-gun, Ibaraki 300-11, Japan
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Publication Date:
18 September 2002 (online)

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The total synthesis of met A-III and met D, the metabolites of gomisin A, was accomplished from the optically pure tetracyclic lactone (8). The C-6 hydroxyl group in met A-III was introduced by Mukaiyama's hydration reaction of 8, and the C-6, C-7 dihydroxyl groups in met D was introduced by way of the butenolide (10) which was obtained by the modified hydrosilation reaction of 8.

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