title: Camphor sulfonyl hydrazines (CaSH) as organocatalysts in enantioselective Diels-Alder reactions.
abstract: Cyclic sulfonyl hydrazine was demonstrated for the first time as a new functionality for organocatalysis. A series of six-membered cyclic hydrazines derived from camphor sulfonic acid were synthesized. With trichloroacetic acid as cocatalyst, they are efficient organocatalysts for enantioselective Diels-Alder reactions with good chemical yields and up to 96% ee. The reactions took place in brine at 0 degrees C to room temperature.
authors.affiliation: Department of Chemistry, Hong Kong Baptist University, Kowloon Tong, Hong Kong, SAR, China.
authors.forename: Hao
authors.initials: H
authors.lastname: He
authors.forename: Bao-Jian
authors.initials: BJ
authors.lastname: Pei
authors.forename: Ho-Hsuan
authors.initials: HH
authors.lastname: Chou
authors.forename: Tian
authors.initials: T
authors.lastname: Tian
authors.forename: Wing-Hong
authors.initials: WH
authors.lastname: Chan
authors.forename: Albert W M
authors.initials: AW
authors.lastname: Lee
mesh_terms: D002164:Camphor / Q000031:analogs & derivatives* / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D006572:Heterocyclic Compounds, Bridged-Ring / Q000737:chemistry*; D006834:Hydrazines / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D012492:Salts; D013237:Stereoisomerism
chemical_list: D006572:Heterocyclic Compounds, Bridged-Ring; D006834:Hydrazines; D012492:Salts; C017082:brine; C029424:hydrazine; D002164:Camphor