title: An efficient method to convert lactams and amides into 2,2-dialkylated amines.
abstract: A practical method for the synthesis of gem-2,2-disubstituted tertiary amines from the corresponding lactams (or amides) is reported. It is based on the reaction of thioiminium ions, easily prepared from lactams and amides with organometallic reagents such allylmagnesium, benzylmagnesium, and primary alkylcerium reagents.
authors.affiliation: Universität Bern, Departement für Chemie und Biochemie, Freiestrasse 3, 3012-Bern, Switzerland.
authors.forename: Alessandro
authors.initials: A
authors.lastname: Agosti
authors.forename: Sebastian
authors.initials: S
authors.lastname: Britto
authors.forename: Philippe
authors.initials: P
authors.lastname: Renaud
mesh_terms: D000577:Amides / Q000737:chemistry*; D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D007202:Indicators and Reagents; D007769:Lactams / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000577:Amides; D000588:Amines; D007202:Indicators and Reagents; D007769:Lactams