title: Catalytic Asymmetric Iodocarbocyclization Reaction of 4-Alkenylmalonates and Its Application to Enantiotopic Group Selective Reaction.
abstract: The iodocarbocyclization reaction of 4-alkenylmalonate derivatives proceeded with excellent enantioselectivity (>/=95% ee) in the presence of 10-40 mol % of Ti(TADDOLate)(2). The Ti(TADDOLate)(2)-mediated catalytic asymmetric reaction was extended to the enantiotopic group selective reaction of bisalkenylated malonates, giving rise to trisubstituted cyclopentanoid compounds with both high diastereoselectivity (86-94% de) and excellent enantioselectivity (>/=95% ee). An efficient synthesis of (+)-boschnialactone from the product of the present reaction was also achieved.
authors.affiliation: Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-03, Japan.
authors.forename: Tadashi
authors.initials: T
authors.lastname: Inoue
authors.forename: Osamu
authors.initials: O
authors.lastname: Kitagawa
authors.forename: Akio
authors.initials: A
authors.lastname: Saito
authors.forename: Takeo
authors.initials: T
authors.lastname: Taguchi