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  • Title: Total synthesis of (-)-kendomycin exploiting a Petasis-Ferrier rearrangement/ring-closing olefin metathesis synthetic strategy.
    Author: Smith AB, Mesaros EF, Meyer EA.
    Journal: J Am Chem Soc; 2005 May 18; 127(19):6948-9. PubMed ID: 15884927.
    Abstract:
    The total synthesis of (-)-kendomycin (1), a novel macrocyclic polyketide with antibacterial and antitumor activity, was achieved in 21 steps (longest linear sequence) exploiting an effective Petasis-Ferrier union/rearrangement tactic to construct the tetrahydropyran ring, a ring-closing metathesis to generate the macrocycle, and a biomimetic quinone-methide-lactol assembly.
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