CRYSTAL-STRUCTURE, CONFORMATIONAL-ANALYSES, AND CHARGE-DENSITY DISTRIBUTIONS FOR ENT-EPIFISETINIDOL - AN EXPLANATION FOR REGIOSPECIFIC ELECTROPHILIC AROMATIC-SUBSTITUTION OF 5-DEOXYFLAVANS

Authors
TOBIASON FL FRONCZEK FR STEYNBERG JP STEYNBERG EC HEMINGWAY RW
Citation
Fl. Tobiason et al., CRYSTAL-STRUCTURE, CONFORMATIONAL-ANALYSES, AND CHARGE-DENSITY DISTRIBUTIONS FOR ENT-EPIFISETINIDOL - AN EXPLANATION FOR REGIOSPECIFIC ELECTROPHILIC AROMATIC-SUBSTITUTION OF 5-DEOXYFLAVANS, Tetrahedron, 49(27), 1993, pp. 5927-5940
Citations number
46
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
49
Issue
27
Year of publication
1993
Pages
5927 - 5940
Database
ISI
SICI code
0040-4020(1993)49:27<5927:CCACD>2.0.ZU;2-Y
Abstract
Molecular modeling and molecular orbital analyses of ent-epifisetinido l gave good predictions of the approximate ''reverse half-chair'' conf ormation found for the crystal structure. MNDO(e) and AMI analyses of HOMO electron densities provided an explanation for the stereospecific electrophilic aromatic substitution at C(6) in 5-deoxy-flavans.