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Synlett 1993; 1993(7): 519-521
DOI: 10.1055/s-1993-22514
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Organyl-bis(diisopropylamino)boranes as Precursors of Organyldichloroboranes: Application to the Synthesis of Secondary Amines

Pierre-Yves Chavant* , Frédéric Lhermitte, Michel Vaultier
  • *Groupe de Physicochimie Structurale, Unité associée au C.N.R.S. no 704, Université de Rennes I, Campus de Beaulieu, F-35042 Rennes Cédex, France
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Publication Date:
19 March 2002 (online)

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The treatment of organyl-bis(diisopropylamino)boranes by dry HCl in the presence of an azide leads to the secondary amine, thus demonstrating the potential of these boranes as stable, easily prepared and handled precursors for organyldichloroboranes. It is also shown that the reaction of dicyclohexylchloroborane with two equivalents of benzyl azide in the presence of an excess of HCl allows the use of both alkyl groups of the starting borane.