title: Stereoselective construction of highly functionalized azetidines via a [2 + 2]-cycloaddition.
abstract: A facile stereoselective synthesis of highly functionalized azetidines from a novel [2 + 2]-cycloaddition of 2-aminomalonates to chalcones is reported. The desired four-membered ring construction proceeded via a grind-promoted solvent-free Michael addition and a PhIO/Bu(4)NI mediated oxidative cyclization and afforded azetidines in moderate to good yields with excellent diastereoselectivities.
authors.affiliation: Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, China, and Shanghai Key Laboratory of Molecular Catalysts and Innovative Materials, Department of Chemistry, Fudan University, Shanghai 200433, China.
authors.forename: Yang
authors.initials: Y
authors.lastname: Ye
authors.forename: Hua
authors.initials: H
authors.lastname: Wang
authors.forename: Renhua
authors.initials: R
authors.lastname: Fan
mesh_terms: D001384:Azetidines / Q000138:chemical synthesis* / Q000737:chemistry; D047188:Chalcones / Q000737:chemistry*; D003500:Cyclization; D008314:Malonates / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D001384:Azetidines; D047188:Chalcones; D008314:Malonates