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  • Title: Synthesis of the bis-tetrahydropyran core of amphidinol 3.
    Author: Crimmins MT, Martin TJ, Martinot TA.
    Journal: Org Lett; 2010 Sep 03; 12(17):3890-3. PubMed ID: 20795745.
    Abstract:
    A convergent synthesis of the C31-C52 bis-tetrahydropyran core of the natural product amphidinol 3 is reported. A common intermediate was synthesized from d-tartaric acid utilizing an asymmetric glycolate alkylation/ring-closing metathesis sequence to construct the THP rings. Differential elaboration of the common intermediate allowed the synthesis of two distinct coupling partners which were joined through a modified Horner-Wadsworth-Emmons olefination to provide the bis-tetrahydropyran core.
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