title: Asymmetric synthesis of allylic sulfonic acids: enantio- and regioselective iridium-catalyzed allylations of Na2SO3.
abstract: An enantioselective allylation reaction of allylic carbonates with sodium sulfite (Na2 SO3 ) catalyzed by Ir complex was accomplished, providing allylic sulfonic acids in good to excellent yields with a high level of enantio- and regioselectivities. (R)-2-Phenyl-2-sulfoacetic acid, a key intermediate for the synthesis of Cefsulodin and Sulbenicillin, was synthesized as well.
authors.affiliation: Department of Chemistry, State Key Laboratory of Pollution Control and Resource Reuse, Tongji University, 1239 Siping Road, 200092 Shanghai (P.R. China).
authors.forename: Wei
authors.initials: W
authors.lastname: Liu
authors.forename: Xiao-ming
authors.initials: XM
authors.lastname: Zhao
authors.forename: Hong-bo
authors.initials: HB
authors.lastname: Zhang
authors.forename: Liang
authors.initials: L
authors.lastname: Zhang
authors.forename: Ming-zhu
authors.initials: MZ
authors.lastname: Zhao
mesh_terms: D002254:Carbonates / Q000737:chemistry*; D002384:Catalysis; D002441:Cefsulodin / Q000138:chemical synthesis* / Q000737:chemistry; D007495:Iridium; D015394:Molecular Structure; D013237:Stereoisomerism; D013408:Sulbenicillin / Q000138:chemical synthesis* / Q000737:chemistry; D013447:Sulfites / Q000737:chemistry*; D013451:Sulfonic Acids / Q000737:chemistry*
chemical_list: D002254:Carbonates; D013447:Sulfites; D013451:Sulfonic Acids; D007495:Iridium; D002441:Cefsulodin; D013408:Sulbenicillin; C025026:sodium sulfite
keywords: enantioselectivity; regioselectivity; sodium sulfite; sulfonation; sulfonic acids