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  • Title: Enantioselective total synthesis of macrolide antitumor agent (-)-lasonolide A.
    Author: Ghosh AK, Gong G.
    Journal: Org Lett; 2007 Apr 12; 9(8):1437-40. PubMed ID: 17367152.
    Abstract:
    [structure: see text] An enantioselective total synthesis of (-)-lasonolide A is described. The upper tetrahydropyran ring was constructed stereoselectively by an intramolecular 1,3-dipolar cycloaddition reaction. The bicyclic isooxazoline led to the tetrahydropyran ring as well as the quaternary stereocenter present in the molecule. The lower tetrahydropyran ring was assembled by a catalytic asymmetric hetero-Diels-Alder reaction as the key step. Three stereocenters were enantioselectively installed in this single step reaction.
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