title: Stereoselective synthesis of (E)-4-alkylidenecyclopent-2-en-1-ones by a tandem ring closure-Michael addition-elimination.
abstract: Reaction of (Z)-1,4-diketones with various functionalized nitroalkanes in the presence of DBU gives 4-alkylidenecyclopent-2-en-1-ones with E selectivity. A cyclopentadienone intermediate is probably formed by intramolecular aldol condensation, and this reacts with a nitroalkane giving a Michael addition-elimination.
authors.affiliation: Dipartimento di Scienze Chimiche, Università di Camerino, via S. Agostino, 1. I-62032 Camerino, Italy.
authors.forename: R
authors.initials: R
authors.lastname: Ballini
authors.forename: G
authors.initials: G
authors.lastname: Bosica
authors.forename: D
authors.initials: D
authors.lastname: Fiorini
authors.forename: M V
authors.initials: MV
authors.lastname: Gil
authors.forename: M
authors.initials: M
authors.lastname: Petrini