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Synthesis 1995; 1995(6): 627-629
DOI: 10.1055/s-1995-3981
short paper
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Formal Synthesis of a 2- and 8-Functionalized 1,4,7-Trioxa-10-azaspiro[5.5]undecane

Marielle Lemaire, Fabrice Posada, Jean-Gabriel Gourcy, Georges Jeminet*
  • *Université Blaise-Pascal Clermont-Ferrant, Synthèse et Etude de Systèmes à Intérêt Biologique, URA 485 du CNRS, F-63177 Aubière cedex, France, Fax +33(73)407717
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Publication Date:
31 December 2000 (online)

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(E,E)-(2R,6S,8R)-(+)-N-Benzoyl-2,8-dihydroxymethyl-1,4,7-trioxa-10-azaspiro[5.5]undecane was synthesized in seven steps from (S)-isopropylideneglycerol as chiral precursor. The final cyclodehydration reaction was carried out on a dihydroxyamidoketone intermediate.

1,4,7-trioxa-10-azaspiro[5.5]undecane - spiroacetal - cyclodehydration reaction - synthesis