title: Tetrahydro-1,3-oxazepines via Intramolecular Amination of Cyclopropylmethyl Cation.
abstract: An efficient synthesis of tetrahydro-1,3-oxazepines was developed involving the regioselective intramolecular amination of cyclopropylmethyl cation. The cation was generated by the abstraction of one imidate group in bis-imidate bearing a carbocation-stabilizing substituent. Using 1,1,2,3-tetrasubstituted cyclopropane substrates, highly diastereoselective intramolecular amination to trans-tetrahydro-1,3-oxazepines was achieved. The resulting tetrahydro-1,3-oxazepines were transformed to the homoallylamine derivatives in high yields.
authors.affiliation: Latvian Institute of Organic Synthesis, Riga LV-1006, Latvia.
authors.forename: Marija
authors.initials: M
authors.lastname: Skvorcova
authors.affiliation: Latvian Institute of Organic Synthesis, Riga LV-1006, Latvia.
authors.forename: Liene
authors.initials: L
authors.lastname: Grigorjeva
authors.affiliation: Latvian Institute of Organic Synthesis, Riga LV-1006, Latvia.
authors.forename: Aigars
authors.initials: A
authors.lastname: Jirgensons