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- W1963809796 abstract "A stereocontrolled total synthesis of the microfilament-destabilizing cytotoxic macrolide (-)-reidispongiolide A, isolated from the New Caledonian marine sponge Reidispongia coerulea, is described. This synthesis utilizes a convergent aldol-based strategy to construct the 26-membered macrolactone, followed by the late-stage coupling of a derived aldehyde with an N-vinylformamide-containing ketone subunit to install the full side chain. Two alternative routes were examined for the introduction of the 2E,4E-dienoate region, and a complex Mukaiyama aldol coupling was used to connect the northern and southern hemispheres to install the C13 stereocenter. This constitutes the first chemical synthesis of any member of the reidispongiolide/sphinxolide family of marine macrolides and unequivocally establishes the relative and absolute configuration." @default.
- W1963809796 created "2016-06-24" @default.
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- W1963809796 date "2008-02-01" @default.
- W1963809796 modified "2023-10-18" @default.
- W1963809796 title "Total Synthesis of (−)-Reidispongiolide A, an Actin-Targeting Macrolide Isolated from the Marine SpongeReidispongia coerulea" @default.
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- W1963809796 doi "https://doi.org/10.1002/asia.200700357" @default.
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