title: Synthesis of Enantioenriched α,α-Disubstituted Cyclopentenes Catalyzed by N-Heterocyclic Carbenes.
abstract: The desymmetrization of 1,3-diketones using N-heterocyclic carbenes results in the formation of highly enantioenriched cyclopentenes in good yield. The reaction proceeds through a catalytic intramolecular aldol reaction and subsequent β-lactone formation. The expulsion of carbon dioxide at mild reaction temperatures affords the cyclopentene products.
authors.affiliation: Department of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, IL 60208, USA Fax +1(847)4672184.
authors.forename: Eric M
authors.initials: EM
authors.lastname: Phillips
authors.forename: Manabu
authors.initials: M
authors.lastname: Wadamoto
authors.forename: Karl A
authors.initials: KA
authors.lastname: Scheidt