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Synlett 1997; 1997(1): 81-82
DOI: 10.1055/s-1997-698
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A New [5+2] Annulation Method for the Synthesis of 8-Oxabicyclo[3.2.1]octanes from Pyrones

José L. Mascareñas* , Ignacio Pérez, Antonio Rumbo, Luis Castedo
  • *Departamento de Química Orgánica y Unidad Asociada al CSIC, Universidad de Santiago de Compostela, 15706 Santiago de Compostela, Spain, Fax 34-81 595012; e-mail qojoselm@usc.es
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Publication Date:
22 March 2004 (online)

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Simple, readily available 3-hydroxy-4-pyrones can be expeditiously transformed into relatively complex 8-oxabicyclo-[3.2.1]octane systems by means of an acid-promoted [5C+2C] annulation with alkenes.

pyrones - pyrilium salt - [5+2] cycloaddition - 8-oxabicyclo[3.2.1]octanes