title: Direct boronation of allyl alcohols with diboronic acid using palladium pincer-complex catalysis. A remarkably facile allylic displacement of the hydroxy group under mild reaction conditions.
abstract: Allyl alcohols were converted to allyl boronic acids and subsequently to trifluoro(allyl)borates with tetrahydroxy diboron using palladium pincer-complex catalysis. These reactions are regio- and stereoselective proceeding with high isolated yields. Competitive boronation experiments indicate that under the applied reaction conditions the allylic displacement of a hydroxy group is faster than the displacement of an acetate leaving group. It is assumed that the hydroxy group of the allyl alcohol is converted to a diboronic acid ester functionality, which can easily be substituted.
authors.affiliation: Department of Organic Chemistry, Stockholm University, SE-106 91 Stockholm, Sweden.
authors.forename: Vilhelm J
authors.initials: VJ
authors.lastname: Olsson
authors.forename: Sara
authors.initials: S
authors.lastname: Sebelius
authors.forename: Nicklas
authors.initials: N
authors.lastname: Selander
authors.forename: Kalman J
authors.initials: KJ
authors.lastname: Szabó