title: Asymmetric α-2-tosylethenylation of N,N-dialkyl-L-amino acid esters via the formation of non-racemic ammonium enolates.
abstract: Asymmetric α-2-tosylethenylation of (S)-2-(pyrrolidin-1-yl)propanoic acid esters was shown to produce good yields with high enantioselectivities. The reaction proceeds via the formation of a non-racemic ammonium enolate without an external source of chirality.
authors.affiliation: Department of Chemistry, Faculty of Science, Niigata University, Niigata, 950-2181, Japan. tayama@chem.sc.niigata-u.ac.jp
authors.forename: Eiji
authors.initials: E
authors.lastname: Tayama
authors.forename: Tomohito
authors.initials: T
authors.lastname: Igarashi
authors.forename: Hajime
authors.initials: H
authors.lastname: Iwamoto
authors.forename: Eietsu
authors.initials: E
authors.lastname: Hasegawa
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D004952:Esters / Q000737:chemistry*; D015394:Molecular Structure; D000644:Quaternary Ammonium Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013450:Sulfones / Q000737:chemistry*; D014050:Toluene / Q000031:analogs & derivatives* / Q000737:chemistry
chemical_list: D000596:Amino Acids; D004952:Esters; D000644:Quaternary Ammonium Compounds; D013450:Sulfones; C571210:ethynyl tolyl sulfone; D014050:Toluene