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Isolated from the Jamaican cyanobacterium Lyngbya majuscula, the jamaicamides are unique, mixed polyketide-peptides reported to be sodium channel blockers. The polyketide moiety contains an (E)-chloroolefin, an undetermined methyl stereocenter (C9), and an (E)-olefin (C10–C11). Herein we report the stereo- and regioselective synthesis of the polyketide moiety of the jamaicamides via a Julia–Kocienski...
A functionalized phosphine with a pentaarylbenzene moiety was found to facilitate the palladium-catalyzed Suzuki–Miyaura coupling of aryl chlorides. The new ligand achieved high turnover numbers (up to TON 5000).
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