Flowers, Christopher L.Vogel, Pierre2011-12-162011-12-162011-12-16201010.1002/chem.201002204https://infoscience.epfl.ch/handle/20.500.14299/74838WOS:000286289700025A unique and practical synthetic sequence for rapid access to polyketides and to further the spiroacetals derived from them, which utilizes a bidirectional Hosomi-Sakurai allylation approach around key allylsilanes in the synthesis of the AB and CD ring systems of spongistatin 1 and 2, is reported. The synthesis of the AB spiroacetal 9 requires 13 steps, with a longest linear sequence of seven steps in an overall yield of 27%. The synthesis of the CD spiroacetal 13 requires 15 steps, with a longest linear sequence of 11 steps in an overall yield of 30%. Both syntheses start from but-3-enol.double chain elongationenantioselectivityHosomi-Sakurai reactionspiro compoundsspongistatinStereocontrolled Total-SynthesisMarine Macrolide SynthesisSponge Hyrtios-AltumFormal Total-SynthesisPotent Cytotoxic MacrolidesF-Ring SubunitAltohyrtin-ANatural-ProductsModular ApproachEf-Fragmenttext::journal::journal article::research article