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Synlett 1990; 1990(10): 615-616
DOI: 10.1055/s-1990-21186
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Synthesis of 2,8-Substituted 1,7-Dioxa- and 1,4,7,10-Tetraoxaspiro[5.5]undecanes by an Oxyamination Reaction

Marielle Lemaire* , Jean-Gabriel Gourcy, Gérard Dauphin, Georges Jeminet
  • *Université Blaise Pascal (Clermont-II), Laboratoire de Chimie Organique Biologique, U.R.A. 485 du C.N.R.S., F-63177 Aubière Cedex, France
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Publication Date:
08 March 2002 (online)

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The application of the oxyamination reaction (aminohydroxy addition to an olefin) on 1,10-undecadien-6-one (1) and the corresponding 4,8-dioxa derivative 5 is studied for the synthesis of 2,8-RNHCH2-substituted 1, 7-dioxa- and 1,4,7,10-tetraoxaspiro[5.5]undecanes. The four spiro bicyclic compounds obtained 3a, 8a (R =Ts) and 3b, 8b (R = Cbz), can serve as substrates for further synthetic steps.