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  • Title: Efficient synthesis of the C(1)-C(9) fragment of amphidinolides C, C2, and F.
    Author: Ferrié L, Figadère B.
    Journal: Org Lett; 2010 Nov 05; 12(21):4976-9. PubMed ID: 20882983.
    Abstract:
    The synthesis of the C(1)-C(9) fragment of amphidinolides C, C2, and F was achieved by using a vinyloguous Mukaiyama aldol reaction on a chiral aldehyde with a silyloxyfuran and by using a C-glycosylation of a lactol derivative with an acetyl oxazolidinethione. From the available chiral acetonide-glyceraldehyde, all the stereogenic centers were perfectly induced along the synthesis. The C(1)-C(9) fragment was synthesized as a vinyl stannane at C(9) in 10 steps, with 16% yield.
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