title: Cinchona alkaloid/sulfinyl chloride combinations: enantioselective sulfinylating agents of alcohols.
abstract: We report a novel approach to asymmetric sulfinylation reactions based on a cinchona alkaloid/sulfinyl chloride combination that acts as the first asymmetric sulfinylating agents of achiral alcohols. Both enantiomers of arenesulfinates are obtained with up to 99% ee. The significantly high enantioselectivity observed in this case could be explained by dynamic kinetic resolution.
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan. nozshiba@nitech.ac.jp
authors.forename: Norio
authors.initials: N
authors.lastname: Shibata
authors.forename: Mitsuharu
authors.initials: M
authors.lastname: Matsunaga
authors.forename: Masaya
authors.initials: M
authors.lastname: Nakagawa
authors.forename: Takeo
authors.initials: T
authors.lastname: Fukuzumi
authors.forename: Shuichi
authors.initials: S
authors.lastname: Nakamura
authors.forename: Takeshi
authors.initials: T
authors.lastname: Toru
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D002930:Cinchona Alkaloids / Q000737:chemistry*; D013237:Stereoisomerism; D013441:Sulfinic Acids / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000438:Alcohols; D002930:Cinchona Alkaloids; D013441:Sulfinic Acids