title: A non-dissociative open-flask hydroboration with ammonia borane: ready synthesis of ammonia-trialkylboranes and aminodialkylboranes.
abstract: Under open-flask conditions, ammonia borane hydroborates olefins in refluxing tetrahydrofuran. Unlike conventional hydroboration, the Lewis base (ammonia) is not dissociated from the boron center. Terminal alkenes selectively provide ammonia-trialkylborane complexes. On the other hand, internal alkenes afford aminodialkylboranes via a metal-free hydroboration-dehydrogenation sequence. Alkaline hydrogen peroxide oxidation of the products provides the corresponding alcohols in high yields.
authors.affiliation: Herbert C. Brown Center of Borane Research, Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907-2084, USA. chandran@purdue.edu.
authors.forename: P Veeraraghavan
authors.initials: PV
authors.lastname: Ramachandran
authors.affiliation: Herbert C. Brown Center of Borane Research, Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907-2084, USA. chandran@purdue.edu.
authors.forename: Michael P
authors.initials: MP
authors.lastname: Drolet
authors.affiliation: Herbert C. Brown Center of Borane Research, Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907-2084, USA. chandran@purdue.edu.
authors.forename: Ameya S
authors.initials: AS
authors.lastname: Kulkarni