title: Hydroxyl-directed stereoselective diboration of alkenes.
abstract: An alkoxide-catalyzed directed diboration of alkenyl alcohols is described. This reaction occurs in a stereoselective fashion and is demonstrated with cyclic and acyclic homoallylic and bishomoallylic alcohol substrates. After oxidation, the reaction generates 1,2-diols such that the process represents a method for the stereoselective directed dihydroxylation of alkenes.
authors.affiliation: Department of Chemistry, Merkert Chemistry Center, Boston College , Chestnut Hill, Massachusetts 02467, United States.
authors.forename: Thomas P
authors.initials: TP
authors.lastname: Blaisdell
authors.forename: Thomas C
authors.initials: TC
authors.lastname: Caya
authors.forename: Liang
authors.initials: L
authors.lastname: Zhang
authors.forename: Amparo
authors.initials: A
authors.lastname: Sanz-Marco
authors.forename: James P
authors.initials: JP
authors.lastname: Morken
mesh_terms: D000438:Alcohols / Q000737:chemistry; D000475:Alkenes / Q000737:chemistry*; D001896:Boron Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D017665:Hydroxyl Radical; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D000475:Alkenes; D001896:Boron Compounds; D017665:Hydroxyl Radical