title: Organocatalytic asymmetric oxy-Michael addition to a γ-hydroxy-α,β-unsaturated thioester via hemiacetal intermediates.
abstract: We report an asymmetric oxy-Michael addition to a γ-hydroxy-α,β-unsaturated thioester via hemiacetal intermediates in the presence of Cinchona-alkaloid-thiourea-based bifunctional organocatalysts. This method provides a novel enantioselective route to β-hydroxy carboxyl compounds, which in turn can be used to synthesize valuable chiral building blocks.
authors.affiliation: Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyotodaigaku-Katsura, Nishikyo, Kyoto 615-8510, Japan.
authors.forename: Takaaki
authors.initials: T
authors.lastname: Okamura
authors.forename: Keisuke
authors.initials: K
authors.lastname: Asano
authors.forename: Seijiro
authors.initials: S
authors.lastname: Matsubara
mesh_terms: D000080:Acetals / Q000737:chemistry*; D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry; D004952:Esters; D007659:Ketones / Q000737:chemistry; D013237:Stereoisomerism; D013890:Thiourea / Q000737:chemistry
chemical_list: D000080:Acetals; D002930:Cinchona Alkaloids; D004952:Esters; D007659:Ketones; D013890:Thiourea