title: Organocatalytic kinetic resolution of racemic secondary nitroallylic alcohols combined with simultaneous desymmetrization of prochiral cyclic anhydrides.
abstract: This study describes an organocatalytic kinetic resolution of racemic secondary nitroallylic alcohols (2) combined with simultaneous desymmetrization of prochiral cyclic anhydrides (1). The experimental results revealed that enantioselective alcoholysis of 3-substituted glutaric anhydrides afforded hemiesters (3) with high levels of enantioselectivities (up to 99% ee) in the presence of cinchonidine-derived thiourea catalyst (IV). The highly optical enrichment (up to 95% ee) of (S)-nitroallylic alcohols (2) was recovered.
authors.affiliation: Department of Chemistry, National Taiwan Normal University , Taipei 11677, Taiwan.
authors.forename: Suparna
authors.initials: S
authors.lastname: Roy
authors.forename: Kan-Fu
authors.initials: KF
authors.lastname: Chen
authors.forename: Ramani
authors.initials: R
authors.lastname: Gurubrahamam
authors.forename: Kwunmin
authors.initials: K
authors.lastname: Chen