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    11/23/06 | Stereochemically general approach to adjacent bis(tetrahydrofuran) cores of annonaceous acetogenins.
    Wysocki LM, Dodge MW, Voight EA, Burke SD
    Organic Letters. 2006 Nov 23;8(24):5637-40. doi: 10.1021/ol062390l

    A series of six 2,5-disubstituted adjacent bis(tetrahydrofuran) stereoisomers with trans/erythro/cis, trans/threo/trans, or cis/threo/cis relative stereochemistry have been synthesized from known dihydroxycyclooctenes via ring opening/cross metathesis and Pd(0)-mediated asymmetric double cycloetherification. The stereochemistry of four of these isomers has been found in the biologically active annonaceous acetogenin natural products. [reaction: see text].

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