Synthesis of Macrocyclic Terpenoids by Intramolecular Cyclization. XIV. Cyclization of 13, 14-Epoxygeranylgeranyl Phenyl Sulfide

Mitsuaki KODAMA; Kazuyoshi FUKUZUMI; Mitsushige KUMANO

doi:10.1248/cpb.37.1691

Mitsuaki KODAMA, Kazuyoshi FUKUZUMI, Mitsushige KUMANO

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Keywords: α-sulfenyl carbanion, intramolecular cyclization, 13, 14-epoxygeranylgeranyl phenyl sulfide, 13-membered ring formation, sarcophytol A

JOURNAL FREE ACCESS

1989 Volume 37 Issue 7 Pages 1691-1693

DOI https://doi.org/10.1248/cpb.37.1691

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Abstract

Cyclization of 13, 14-epoxygeranylgeranyl phenyl sulfide (2) was examined to determine whether 13- or 14-membered ring formation is preferred in the case of a disubstituted epoxide; the cis- and trans-epoxides were both found to cyclize to the 13-membered ring.

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