Synlett 1992; 1992(5): 419-421
DOI: 10.1055/s-1992-21366
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Addition of Nitrogen Functionality to Exocyclic Alkenes: A New Procedure for Azidoselenenylation

Robert M. Giuliano* , Franco Duarte
  • *Department of Chemistry, Villanova University, Villanova, Pennsylvania 19085, USA
Further Information

Publication History

Publication Date:
08 March 2002 (online)

The reaction of exocyclic alkenes with N-phenylselenophthalimide and azidotrimethylsilane in dichloromethane affords ß-phenylselno azides. Products resulting from the elimination of either the azido or phenylseleno group are not observed under these conditions. Anti-Markovnikov regioselectivity is enhanced by the addition of tetrabutylammonium fluoride to the reaction.

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