title: Formal [4+3] epoxide cascade reaction via a complementary ambiphilic pairing strategy.
abstract: A formal [4+3] epoxide cascade protocol utilizing ambiphilic sulfonamides and a variety of epoxides (masked ambiphiles) has been developed for the generation of benzothiaoxazepine-1,1'-dioxides and oxathiazepine-1,1'-dioxides. This protocol combines an epoxide ring-opening with either an S(N)Ar or oxa-Michael cyclization pathway.
authors.affiliation: Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045, USA.
authors.forename: Alan
authors.initials: A
authors.lastname: Rolfe
authors.forename: Thiwanka B
authors.initials: TB
authors.lastname: Samarakoon
authors.forename: Paul R
authors.initials: PR
authors.lastname: Hanson
mesh_terms: D003500:Cyclization; D004852:Epoxy Compounds / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D013449:Sulfonamides / Q000737:chemistry*; D013841:Thiazepines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D004852:Epoxy Compounds; D013449:Sulfonamides; D013841:Thiazepines