Proline-catalysed direct asymmetric carbon-carbon bond formation reaction of polyfluoroalkylated aldimines with acetone afforded the corresponding beta-(p-methoxyphenyl)amino-beta-polyfluoroalkyl ketones in high enantioselectivities (up to 98% ee).
Amines Q 0120First Catalytic Asymmetric Synthesis of β-Amino-β-polyfluoroalkyl Ketones via Proline-Catalyzed Direct Asymmetric Carbon-Carbon Bond Formation Reaction of Polyfluoroalkylated Aldimines. -This asymmetric C-C bond forming reaction gives moderate yields but proceeds with high enantioselectivity. -(FUNABIKI*, K.; NAGAMORI, M.; GOUSHI, S.; MATSUI, M.; Chem. Commun.
Alcohols Q 0230Novel Fluorous Prolinol as a Pre-Catalyst for Catalytic Asymmetic Borane Reduction of Various Ketones. -The pretreatment of FPR with an equimolar amount of trimethyl borate affords an oxaborolidine that catalyzes efficiently the reduction of ketones by BH3·THF. The corresponding alcohols are obtained in good to excellent yields and with up to 93% enantioselectivity. The prolinol FPR is recovered without any fluorous solvents or silica gel by simple cooling the organic phase and filtration. -(GOUSHI, S.; FUNABIKI*, K.; OHTA, M.; HATANO, K.; MATSUI, M.; Tetrahedron 63 (2007) 19, 4061-4066; Dep. Mater. Sci. Technol., Fac. Eng., Gifu Univ., Yanagido, Gifu 501-11, Japan; Eng.) -Klein 33-067
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.