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

S Watanabe, S Watanabe, N Aoki…

Index: Watanabe, Satoshi; Watanabe, Sho; Aoki, Naoto; Usuki, Toyonobu Synthetic Communications, 2013 , vol. 43, # 10 p. 1397 - 1403

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Abstract

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 ...