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Synthesis of the C1–C18 Fragment of Rhizopodin: Late-State Introduction of the Oxazole

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posted on 07.03.2014, 00:00 by Tobias Bender, Darran Loits, Jonathan M. White, Mark A. Rizzacasa
The synthesis of the C1–C18 fragment of the myxobacteria metabolite rhizopodin is described. Initial attempts at installing the E,E-diene via cross coupling with an oxazole fragment gave poor results. An alternative approach, in which the diene was formed prior and the oxazole introduced by an acylation/O,N-shift protocol, gave the C1–C18 fragment 2 of rhizopodin (1).