title: Aryl annulation of cyclic ketones via a magnesium carbometalation-6-pi- electrocyclization protocol.
abstract: A new strategy for the aryl annulation of cyclic ketones is described. Palladium(0) coupling of a propargyl alcohol with the enol triflate of a ketone and addition of vinylmagnesium chloride generates a triene as a magnesium chelate that may be quenched with an electrophile. In some cases, the triene cyclizes under the reaction conditions. Aromatization is accomplished by exposure to manganese dioxide or dichlorodicyanoquinone (DDQ). [reaction: see text]
authors.affiliation: Department of Chemistry, University of Ottawa, 10 Marie Curie, Ottawa, Ontario, Canada K1N 6N5.
authors.forename: Pierre E
authors.initials: PE
authors.lastname: Tessier
authors.forename: Natalie
authors.initials: N
authors.lastname: Nguyen
authors.forename: Matthew D
authors.initials: MD
authors.lastname: Clay
authors.forename: Alex G
authors.initials: AG
authors.lastname: Fallis