title: Synthesis of enantiopure 3-substituted morpholines.
abstract: Enantiopure 3-substituted morpholines were assembled through ring-opening of a N-2-benzothiazolesulfonyl (Bts) activated aziridine with organocuprates followed by a ring annulation reaction with a vinylsulfonium salt under microwave conditions. Deprotection of the N-Bts group proceeds under very mild conditions with 2-mercaptoacetic acid and LiOH at rt.
authors.affiliation: Department of Medicinal Chemistry, University of Copenhagen, Universitetsparken 2, Copenhagen DK-2100, Denmark.
authors.forename: Jan
authors.initials: J
authors.lastname: Bornholdt
authors.forename: Jakob
authors.initials: J
authors.lastname: Felding
authors.forename: Jesper Langgaard
authors.initials: JL
authors.lastname: Kristensen
mesh_terms: D052160:Benzothiazoles / Q000737:chemistry; D009025:Morpholines / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D052160:Benzothiazoles; D009025:Morpholines; C037574:morpholine; C005465:benzothiazole