title: Synthesis of aminocyclohexitol via carbon-carbon bond-forming radical cyclization of oxime ether.
abstract: The stannyl radical mediated-cyclization of oxime ether, derived from D-glucose, gave the aminocyclohexitol derivative. Stereoselective C-C bond forming cyclization proceeded via favorable conformers minimizing A(1,3)-strain between the oxime ether group and alpha-substituents.
authors.affiliation: Kobe Pharmaceutical University, Kobe, Japan.
authors.forename: Hideto
authors.initials: H
authors.lastname: Miyabe
authors.forename: Akiyoshi
authors.initials: A
authors.lastname: Nishiki
authors.forename: Takeaki
authors.initials: T
authors.lastname: Naito
mesh_terms: D002244:Carbon / Q000737:chemistry*; D003500:Cyclization; D004988:Ethers, Cyclic / Q000138:chemical synthesis*; D008968:Molecular Conformation; D010091:Oximes / Q000138:chemical synthesis*
chemical_list: D004988:Ethers, Cyclic; D010091:Oximes; D002244:Carbon