title: Auto-tandem catalysis: facile synthesis of substituted alkylidenecyclohexanones by domino (4+2) cycloaddition-elimination reaction.
abstract: A catalytic domino reaction producing substituted 2-alkylidenecyclohexanone from 3-oxymethyl-2-siloxy-1,3-butadienes, which can be prepared from Baylis-Hillman adducts, and α,β-unsaturated ketones is described. The process involves two mechanistically distinct reactions, (4+2) cycloaddition and elimination. Both of these reactions are catalyzed by Tf(2)NH.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto, 606-8571, Japan. kay-t@pharm.kyoto-u.ac.jp
authors.forename: Kiyosei
authors.initials: K
authors.lastname: Takasu
authors.forename: Toru
authors.initials: T
authors.lastname: Tanaka
authors.forename: Takumi
authors.initials: T
authors.lastname: Azuma
authors.forename: Yoshiji
authors.initials: Y
authors.lastname: Takemoto
mesh_terms: D002070:Butadienes / Q000737:chemistry; D002384:Catalysis; D003512:Cyclohexanones / Q000138:chemical synthesis / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry; D008698:Mesylates / Q000737:chemistry
chemical_list: D002070:Butadienes; D003512:Cyclohexanones; D007659:Ketones; D008698:Mesylates; C538740:triflic imide; C031763:1,3-butadiene