title: Phosphine-mediated [4 + 2] annulation of bis(enones): a Lewis base catalyzed "mock Diels-Alder" reaction.
abstract: Lewis-base-catalyzed cycloisomerization of bis(enones) to decalins has been demonstrated as an alternative to the traditional Lewis acid catalyzed Diels-Alder cycloaddition. In this process, a trialkylphosphine mediates both bond formation steps in two distinct catalytic cycles. The single-pot operation generates two carbon-carbon bonds and up to five contiguous stereocenters in one step, starting from achiral, aliphatic substrates; eight examples are provided. [reaction: see text]
authors.affiliation: Chemical Research and Development, Pfizer Global Research and Development, Eastern Point Road, P.O. Box 8013, Groton, CT 06340-8013, USA. michel_a_couturier@groton.pfizer.com
authors.forename: Michel
authors.initials: M
authors.lastname: Couturier
authors.forename: Fréderic
authors.initials: F
authors.lastname: Ménard
authors.forename: John A
authors.initials: JA
authors.lastname: Ragan
authors.forename: Maxime
authors.initials: M
authors.lastname: Riou
authors.forename: Etienne
authors.initials: E
authors.lastname: Dauphin
authors.forename: Brian M
authors.initials: BM
authors.lastname: Andresen
authors.forename: Arun
authors.initials: A
authors.lastname: Ghosh
authors.forename: Kristina
authors.initials: K
authors.lastname: Dupont-Gaudet
authors.forename: Mélina
authors.initials: M
authors.lastname: Girardin