title: Synergistic catalysis: highly diastereoselective benzoxazole addition to Morita-Baylis-Hillman carbonates.
abstract: An expedited method has been developed for the diastereoselective synthesis of highly functionalized alkyl-azaarene systems with good yields and high diastereoselectivities (>15 : 1 dr). The methodology includes a synergistic catalysis event involving organometallic (10 mol% AgOAc) activation of an alkyl azaarene and Lewis base (10 mol% DABCO) activation of a Morita-Baylis-Hillman carbonate. The structure and relative configuration of a representative product were confirmed by X-ray analysis.
authors.affiliation: Chemistry, Faculty of Natural & Environmental Sciences, University of Southampton, Highfield Campus, Southampton, SO17 1BJ, UK. R.Rios-Torres@southampton.ac.uk.
authors.forename: Victor
authors.initials: V
authors.lastname: Ceban
authors.forename: Piotr
authors.initials: P
authors.lastname: Putaj
authors.forename: Marta
authors.initials: M
authors.lastname: Meazza
authors.forename: Mateusz B
authors.initials: MB
authors.lastname: Pitak
authors.forename: Simon J
authors.initials: SJ
authors.lastname: Coles
authors.forename: Jan
authors.initials: J
authors.lastname: Vesely
authors.forename: Ramon
authors.initials: R
authors.lastname: Rios