title: Stereoselective Organocatalytic Synthesis of α,α-Difluoro-γ,γ-Disubstituted Butenals.
abstract: A highly stereoselective reaction of α,α-difluoro-γ,γ-disubstituted butenals 2 bearing two different substituents at the γ position has been developed with an organocatalytic system of l-proline (30 mol %) and salicylic acid (60 mol %). This novel reaction demonstrated a wide substrate scope and excellent E stereoselectivity in most cases. The obtained difluorinated aldehyde 2a was applied as a useful synthetic precursor for constructing 3,3-disubstituted allylic difluoride moieties.
authors.affiliation: Department of Chemistry, Biology and Marine Science, University of the Ryukyus , Senbaru 1, Nishihara, Nakagami, Okinawa 903-0123, Japan.
authors.forename: Satoru
authors.initials: S
authors.lastname: Arimitsu
authors.affiliation: Department of Chemistry, Biology and Marine Science, University of the Ryukyus , Senbaru 1, Nishihara, Nakagami, Okinawa 903-0123, Japan.
authors.forename: Makoto
authors.initials: M
authors.lastname: Nakasone