title: Organocatalytic iminium ion/carbene reaction cascade for the formation of optically active 2,4-disubstituted cyclopentenones.
abstract: An organocatalytic iminium ion/N-heterocyclic carbene (NHC) cascade reaction between β-keto phenyltetrazolesulfones and α,β-unsaturated aldehydes, providing direct access to optically active 2,4-disubstituted cyclopent-2-enones, has been developed. The products are isolated in good yields with high enantioselectivities.
authors.affiliation: Center for Catalysis, Department of Chemistry, Aarhus University, 8000 Aarhus C, Denmark.
authors.forename: Christian Borch
authors.initials: CB
authors.lastname: Jacobsen
authors.forename: Kim L
authors.initials: KL
authors.lastname: Jensen
authors.forename: Jonas
authors.initials: J
authors.lastname: Udmark
authors.forename: Karl Anker
authors.initials: KA
authors.lastname: Jørgensen
mesh_terms: D002384:Catalysis; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry; D007097:Imines / Q000737:chemistry*; D007477:Ions / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D003517:Cyclopentanes; D007097:Imines; D007477:Ions; C030011:carbene; D008697:Methane