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    Author(s): Fred L. Tobiason; Frank R. Fronczek; Jan P. Steynberg; Elizabeth C. Steynberg; Richard W. Hemingway; Wayne L. Mattice
    Date: 1993
    Source: Tetrahedron 49(27):5927-5940
    Publication Series: Miscellaneous Publication
    PDF: View PDF  (1.8 MB)


    Molecular modeling and molecular orbital analyses of ent-epifisetinidol gave &ood predictions of the approximate "reverse half-chair" conformation found for the crystal structure. MNDO and AM1 analyses of HOMO electron densities provided an explanation for the stereospecific electrophilic aromatic substitution at C(6) in 5-deoxy-flavans.

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    Tobiason, Fred L.; Fronczek, Frank R.; Steynberg, Jan P.; Steynberg, Elizabeth C.; Hemingway, Richard W.; Mattice, Wayne L. 1993. Crystal Structure, Conformational Analysis, and Charge Density Distribution for Eng-Epifisetinidol: An Explanation for Regiospecific Aromatic Substitution of 5-Deoxyflavan. Tetrahedron 49(27):5927-5940

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