title: Hydroxyl-Directed Cross-Coupling: A Scalable Synthesis of Debromohamigeran E and Other Targets of Interest.
abstract: A hydroxyl functional group positioned β to a pinacol boronate can serve to direct palladium-catalyzed cross-coupling reactions. This feature can be used to control the reaction site in multiply borylated substrates and can activate boronates for reaction that would otherwise be unreactive.
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.affiliation: Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, United States.
authors.forename: James P
authors.initials: JP
authors.lastname: Morken
mesh_terms: D000818:Animals; D001688:Biological Products / Q000138:chemical synthesis*; D001897:Boronic Acids / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D003517:Cyclopentanes / Q000138:chemical synthesis*; D017665:Hydroxyl Radical / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular; D010165:Palladium / Q000737:chemistry*; D011161:Porifera / Q000737:chemistry*
chemical_list: D001688:Biological Products; D001897:Boronic Acids; D003517:Cyclopentanes; C000607751:debromohamigeran E; D017665:Hydroxyl Radical; D010165:Palladium