title: Catalytic asymmetric access to alpha,beta unsaturated delta-lactones through a vinylogous aldol reaction: application to the total synthesis of the Prelog-Djerassi lactone.
abstract: [reaction--see text] A one-step catalytic asymmetric access to alpha,beta unsaturated delta-lactones is described, using a vinylogous Mukaiyama-aldol reaction between a gamma-substituted dienolate and various aldehydes in the presence of Carreira catalyst CuF.(S)-tolBinap. This methodology has been further applied to a straightforward access to the Prelog-Djerassi lactone.
authors.affiliation: Institut de Chimie des Substances Naturelles 91198 Gif sur Yvette, France.
authors.forename: G
authors.initials: G
authors.lastname: Bluet
authors.forename: B
authors.initials: B
authors.lastname: Bazán-Tejeda
authors.forename: J M
authors.initials: JM
authors.lastname: Campagne