Synlett 1992; 1992(3): 211-213
DOI: 10.1055/s-1992-21316
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A Model for the Stereoselectivity of Radical Mediated Reductive Alkylation of Acyclic Enamines

Philippe Renaud* , Peter Björup, Pierre-Alain Carrupt, Kurt Schenk, Serge Schubert
  • *Institut de Chimie Organique, 2 rue de la Barre, Université de Lausanne, CH-1005 Lausanne, Switzerland
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Publication History

Publication Date:
08 March 2002 (online)

The radical mediated reductive alkylation of enamines [e.g., (E)-1-phenyl-1-pyrrolidino-1-propene (1)] derived from propiophenone is investigated. The observed stereoselectivities are explained with a model based on semiempirical calculations of the radical intermediate conformation.