title: Catalytic enantioselective Mannich-type reaction via a chiral silver enolate.
abstract: A catalytic asymmetric Mannich-type reaction of alkenyl trichloroacetates with aldimines was achieved using SEGPHOS·AgOTf as the chiral precatalyst and N,N-diisopropylethylamine as the base precatalyst in the presence of 2,2,2-trifluoroethanol. Optically active β-amino ketones with up to >99% ee were syn-selectively obtained in moderate to high yields via the in situ generated chiral silver enolates.
authors.affiliation: Department of Chemistry, Graduate School of Science, Chiba University , Chiba 263-8522, Japan.
authors.forename: Akira
authors.initials: A
authors.lastname: Yanagisawa
authors.forename: Yuqin
authors.initials: Y
authors.lastname: Lin
authors.forename: Ryoji
authors.initials: R
authors.lastname: Miyake
authors.forename: Kazuhiro
authors.initials: K
authors.lastname: Yoshida
mesh_terms: D002384:Catalysis; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D012834:Silver / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007659:Ketones; D009942:Organometallic Compounds; D012834:Silver