title: Diastereoselective construction of functionalized homoallylic alcohols by Ni-catalyzed diboron-promoted coupling of dienes and aldehydes.
abstract: The nickel-catalyzed reaction of carbonyls and dienes was accomplished in a regio- and stereoselective fashion employing a stoichiometric amount of bis(pinacolato)diboron. This reductive coupling furnishes an allyl boronic ester as the reaction product, a compound which was readily converted to the derived allylic alcohol by oxidative workup.
authors.affiliation: Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, USA.
authors.forename: Hee Yeon
authors.initials: HY
authors.lastname: Cho
authors.forename: James P
authors.initials: JP
authors.lastname: Morken
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D001895:Boron / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*; D020005:Propanols / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D020005:Propanols; C006463:allyl alcohol; D009532:Nickel; D001895:Boron