title: Double-addition reaction of aryl methyl sulfones with N-tert-butylsulfinyl imines: diastereoselective and concise synthesis of 2-sulfonylated 1,3-diamines.
abstract: We report a double-addition reaction of methyl phenyl sulfone and methyl 2-pyridyl sulfone with N-tert-butylsulfinyl imines. This method provides concise access to 2-sulfonylated 1,3-anti diamines with good to excellent diastereoselectivities. This protocol has the benefit of using readily accessible starting materials and is operationally simple.
authors.affiliation: Department of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, 333 Longteng Road, Shanghai, 201620, Fax: (+86) 21-67791214. ya.li@sues.edu.cn.
authors.forename: Ya
authors.initials: Y
authors.lastname: Li
authors.forename: Desheng
authors.initials: D
authors.lastname: Li
authors.forename: Tao
authors.initials: T
authors.lastname: Zheng
authors.forename: Hongsen
authors.initials: H
authors.lastname: Li
authors.forename: Xinfeng
authors.initials: X
authors.lastname: Ren
mesh_terms: D000478:Alkylation; D003959:Diamines / Q000138:chemical synthesis* / Q000737:chemistry; D004121:Dimethyl Sulfoxide / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D013237:Stereoisomerism; D013450:Sulfones / Q000737:chemistry*
chemical_list: D003959:Diamines; D007097:Imines; D013450:Sulfones; C025910:dimethyl sulfone; D004121:Dimethyl Sulfoxide
keywords: addition reactions; alkylation; amino compounds; asymmetric synthesis; imino compounds