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Communication | Regular issue | Vol 24, No. 2, 1986, pp.309-312
Published online, 1st January, 1970
DOI: 10.3987/R-1986-02-0309
Synthesis of dl-Vermiculine via Control of Olefin Formation

Takeshi Wakamatsu,* Satoshi Yamada, and Yoshio Ban

*Faculty of Pharmaceutical Sciences, Hokkaido University, Kita 12 Nishi 6, Kita-ku, Sapporo, Hokkaido 060-0812, Japan

Abstract

The Synthesis of the macrodiolide antibiotic vermiculine 1 has been achieved starting from the enediol(trimethylsilyl) enol ether via the macrocyclization of hydroxycarboxylic acids followed by the formation of the requisite trans double bonds.