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Synthesis 1989; 1989(4): 301-303
DOI: 10.1055/s-1989-27232
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"Umpolung" Using a Phosphorus Group. A Novel Method for the Chemoselective Synthesis of 2-Acetonyl or 3-Acetonyl Morpholines

H. J. Cristau* , M. Fonte, E. Torreilles
  • *Laboratoire de Chimie Organique, (Unité Associée au C.N.R.S. no 458), Ecole Nationale Supérieure de Chimie de Montpellier, 8 rue de l'Ecole Normale, F-34075 Montpellier Cedex, France
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Publication Date:
17 September 2002 (online)

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The substituted vinyltriphenylphosphonium salt 1 is shown to undergo chemoselective a4 addition with 2-aminoethanols 2 and 3 followed by intramolecular a4,a3-cyclization to give novel functionalized morpholines.