title: Diastereoselective Synthesis of α-Quaternary Aziridine-2-carboxylates via Aza-Corey-Chaykovsky Aziridination of N-tert-Butanesulfinyl Ketimino Esters.
abstract: A general, scalable, and highly diastereoselective aziridination of N-tert-butanesulfinyl ketimino esters is described. The methodology has been utilized to provide straightforward access to previously unobtainable, biologically relevant α-quaternary amino esters and derivatives starting from readily available precursors.
authors.affiliation: Departments of Chemical Development, Medicinal Chemistry, and Material and Analytical Sciences, Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States.
authors.forename: Maurice A
authors.initials: MA
authors.lastname: Marsini
authors.affiliation: Departments of Chemical Development, Medicinal Chemistry, and Material and Analytical Sciences, Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States.
authors.forename: Jonathan T
authors.initials: JT
authors.lastname: Reeves
authors.affiliation: Departments of Chemical Development, Medicinal Chemistry, and Material and Analytical Sciences, Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States.
authors.forename: Jean-Nicolas
authors.initials: JN
authors.lastname: Desrosiers
authors.affiliation: Departments of Chemical Development, Medicinal Chemistry, and Material and Analytical Sciences, Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States.
authors.forename: Melissa A
authors.initials: MA
authors.lastname: Herbage
authors.affiliation: Departments of Chemical Development, Medicinal Chemistry, and Material and Analytical Sciences, Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States.
authors.forename: Jolaine
authors.initials: J
authors.lastname: Savoie
authors.affiliation: Departments of Chemical Development, Medicinal Chemistry, and Material and Analytical Sciences, Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States.
authors.forename: Zhibin
authors.initials: Z
authors.lastname: Li
authors.affiliation: Departments of Chemical Development, Medicinal Chemistry, and Material and Analytical Sciences, Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States.
authors.forename: Keith R
authors.initials: KR
authors.lastname: Fandrick
authors.affiliation: Departments of Chemical Development, Medicinal Chemistry, and Material and Analytical Sciences, Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States.
authors.forename: C Avery
authors.initials: CA
authors.lastname: Sader
authors.affiliation: Departments of Chemical Development, Medicinal Chemistry, and Material and Analytical Sciences, Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States.
authors.forename: Bryan
authors.initials: B
authors.lastname: McKibben
authors.affiliation: Departments of Chemical Development, Medicinal Chemistry, and Material and Analytical Sciences, Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States.
authors.forename: Donghong A
authors.initials: DA
authors.lastname: Gao
authors.affiliation: Departments of Chemical Development, Medicinal Chemistry, and Material and Analytical Sciences, Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States.
authors.forename: Jianwen
authors.initials: J
authors.lastname: Cui
authors.affiliation: Departments of Chemical Development, Medicinal Chemistry, and Material and Analytical Sciences, Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States.
authors.forename: Nina C
authors.initials: NC
authors.lastname: Gonnella
authors.affiliation: Departments of Chemical Development, Medicinal Chemistry, and Material and Analytical Sciences, Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States.
authors.forename: Heewon
authors.initials: H
authors.lastname: Lee
authors.affiliation: Departments of Chemical Development, Medicinal Chemistry, and Material and Analytical Sciences, Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States.
authors.forename: Xudong
authors.initials: X
authors.lastname: Wei
authors.affiliation: Departments of Chemical Development, Medicinal Chemistry, and Material and Analytical Sciences, Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States.
authors.forename: Frank
authors.initials: F
authors.lastname: Roschangar
authors.affiliation: Departments of Chemical Development, Medicinal Chemistry, and Material and Analytical Sciences, Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States.
authors.forename: Bruce Z
authors.initials: BZ
authors.lastname: Lu
authors.affiliation: Departments of Chemical Development, Medicinal Chemistry, and Material and Analytical Sciences, Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States.
authors.forename: Chris H
authors.initials: CH
authors.lastname: Senanayake
mesh_terms: D001372:Aza Compounds / Q000737:chemistry*; D001388:Aziridines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D004952:Esters; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D001372:Aza Compounds; D001388:Aziridines; D004952:Esters; C073440:aziridine-2-carboxylic acid