title: Organocatalytic Michael cycloisomerization of bis(enones): the intramolecular Rauhut-Currier reaction.
abstract: The utilization of enones as latent enolates enables regioselective enolate formation from chemically robust presursors. In this communication, we report a catalytic Michael cycloisomerization of bis(enones) under Morita-Baylis-Hillman conditions. Upon exposure to 10 mol % tributylphosphine, bis(enone) substrates afford both five- and six-membered ring products. Notably, unsymmetrical bis(enones) possessing sufficient steric or electronic bias yield single isomeric products.
authors.affiliation: Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, TX 78712, USA.
authors.forename: Long-Cheng
authors.initials: LC
authors.lastname: Wang
authors.forename: Ana Liza
authors.initials: AL
authors.lastname: Luis
authors.forename: Kyriacos
authors.initials: K
authors.lastname: Agapiou
authors.forename: Hye-Young
authors.initials: HY
authors.lastname: Jang
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Krische
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D006844:Hydrocarbons, Cyclic / Q000138:chemical synthesis*; D007659:Ketones / Q000737:chemistry*
chemical_list: D000475:Alkenes; D006844:Hydrocarbons, Cyclic; D007659:Ketones