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Home / Synthetic Communications, Volume 43, Number 10

Synthesis of the Polyketide (E)-Olefin of the Jamaicamides

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Authors: Watanabe, Satoshi; Watanabe, Sho; Aoki, Naoto; Usuki, Toyonobu

Source: Synthetic Communications, Volume 43, Number 10, 15 May 2013, pp. 1397-1403(7)

Publisher: Taylor and Francis Ltd

DOI: https://doi.org/10.1080/00397911.2011.635394

The jamaicamides, isolated in Jamaica from the cyanobacterium Lyngbya majuscula, are new mixed polyketide-peptides that are known to be sodium channel blockers. The polyketide moiety contains an (E)-vinyl chloride, an undetermined methyl stereocenter (C9), and an (E)-olefin. Herein, we report the synthesis of the (E)-olefin moiety of the polyketide of the jamaicamides utilizing a Kocienski–Julia coupling.

Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file.

Keywords: Jamaicamides; Kocienski–Julia coupling; marine natural products; polyketide

Document Type: Research Article

Affiliations: Department of Materials and Life Sciences, Faculty of Science and Technology,Sophia University, Tokyo, Japan

Publication date: 15 May 2013

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