Synthesis of Macrocyclic Terpenoids by Intramolecular Cyclization. XI. Total Synthesis of Zerumbone

MITSUAKI KODAMA; YOSHINORI SHIOBARA; HISAKO SUMITOMO; KAZUKO MITANI; KUMIKO UENO

doi:10.1248/cpb.35.4039

MITSUAKI KODAMA, YOSHINORI SHIOBARA, HISAKO SUMITOMO, KAZUKO MITANI, KUMIKO UENO

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Keywords: zerumbone, synthesis, humulane sesquiterpene, intramolecular Wittig reaction, eleven-membered ring formation, 2, 6, 9, 9, 13, 17, 20, 20-octamethyl-2, 6, 10, 13, 17, 21-cyclodocosahexaene-1

JOURNAL FREE ACCESS

1987 Volume 35 Issue 10 Pages 4039-4042

DOI https://doi.org/10.1248/cpb.35.4039

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Abstract

Zerumbone (1), an eleven-membered ring sesquiterpene isolated from Zingiber zerumbet, was synthesized by means of an intramolecular Wittig-type reaction of the keto-phosphonate 2.

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