title: Highly enantioselective synthesis of chiral 7-ring O- and N-heterocycles by a one-pot nitro-Michael-cyclization tandem reaction.
abstract: A concise enantioselective approach to synthesise medium-sized 7-ring O- and N-heterocycles has been developed. The synthetic strategy relies on an organocatalytic nitro-Michael-nitrile oxide cycloaddition tandem reaction, leading to the corresponding chiral benzoxe- and benzazepine derivatives containing an additional fused dihydroisoxazoline ring in good yields and excellent enantioselectivities (up to 97% ee).
authors.affiliation: Organisch-Chemisches Institut, Münster University, Corrensstrasse 40, 48149 Münster, Germany. olga.garcia@uni-muenster.de.
authors.forename: Renate
authors.initials: R
authors.lastname: Rohlmann
authors.forename: Constantin-Gabriel
authors.initials: CG
authors.lastname: Daniliuc
authors.forename: Olga García
authors.initials: OG
authors.lastname: Mancheño
mesh_terms: D001552:Benzazepines / Q000138:chemical synthesis*; D001584:Benzoxepins / Q000138:chemical synthesis*; D002384:Catalysis; D003500:Cyclization; D007555:Isoxazoles / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D001552:Benzazepines; D001584:Benzoxepins; D007555:Isoxazoles