title: Generation of molecular complexity from cyclooctatetraene: preparation of optically active protected aminocycloheptitols and bicyclo[4.4.1]undecatriene.
abstract: The racemic (6-cyclo-heptadienyl)Fe(CO)(3)(+) cation ((±)-7), prepared from cyclooctatetraene, was treated with a variety of carbon and heteroatom nucleophiles. Attack took place at the less hindered C(1) dienyl carbon and decomplexation of the (cycloheptadiene)Fe(CO)(3) complexes gave products rich in functionality for further synthetic manipulation. In particular, a seven-step route was developed from racemic (6-styryl-2,4-cycloheptadien-1-yl)phthalimide ((±)-9 d) to afford the optically active aminocycloheptitols (-)-20 and (+)-20.
authors.affiliation: Department of Chemistry, Marquette University, P.O. Box 1881, Milwaukee, Wisconsin 53201-1881, USA.
authors.forename: Mohamed F
authors.initials: MF
authors.lastname: El-Mansy
authors.forename: Anobick
authors.initials: A
authors.lastname: Sar
authors.forename: Sergey
authors.initials: S
authors.lastname: Lindeman
authors.forename: William A
authors.initials: WA
authors.lastname: Donaldson