Crystal Structure, Conformational Analysis, and Charge Density Distribution for Eng-Epifisetinidol: An Explanation for Regiospecific Aromatic Substitution of 5-Deoxyflavan

  • Authors: Tobiason, Fred L.; Fronczek, Frank R.; Steynberg, Jan P.; Steynberg, Elizabeth C.; Hemingway, Richard W.; Mattice, Wayne L.
  • Publication Year: 1993
  • Publication Series: Miscellaneous Publication
  • Source: Tetrahedron 49(27):5927-5940

Abstract

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.

  • Citation: 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
  • Posted Date: April 1, 1980
  • Modified Date: August 22, 2006
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