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  • Title: Stereoselective synthesis of the tetrahydropyran core of polycarvernoside A.
    Author: Barry CS, Bushby N, Harding JR, Willis CL.
    Journal: Org Lett; 2005 Jun 23; 7(13):2683-6. PubMed ID: 15957921.
    Abstract:
    [reaction: see text] A concise and stereoselective synthesis of the tetrasubstituted tetrahydropyran core of polycavernoside A was achieved in 55% overall yield from 3-benzyloxypropanal. A stereoselective allyl transfer reaction was used in the synthesis of enol ether 18 followed by a TFA-mediated cyclization to create the three new asymmetric centers in the tetrahydropyran with complete stereocontrol in a single-pot process.
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