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Paper | Special issue | Vol 42, No. 1, 1996, pp.359-374
Published online, 1st January, 1970
DOI: 10.3987/COM-95-S45
Total Synthesis of the Major Metabolites of Gomisin A. Synthesis of Homochiral Met A-II, Met A-III, and Met F

Masahide Tanaka, Hiroshi Mitsuhashi, Masao Maruno, and Takeshi Wakamatsu

*Central Research Laboratory, Tsumura & Co., 3586 Yoshiwara, Ami-machi, Inashiki-gun, Ibaraki, 300-11, Japan

Abstract

The total syntheses of the metabolites of gomisin A (1) were achieved. By the Mukaiyama hydration or the successive double bond migration, lactone ring reduction, glycol formation, and reduction, the homochiral lactones (10a-c) provided met A-III (3), A-II (2), D (5), and F (7).