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Synlett 1998; 1998(1): 17-25
DOI: 10.1055/s-1998-1556
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1-Alkoxy-2,3,7-trioxabicyclo[2.2.1]hept-5-enes: Bicyclic Monoperoxy Ortho Esters as Useful Synthons for Multifunctional Compounds

Rachele Scarpati* , M. Rosaria Iesce, Flavio Cermola, Antonio Guitto
  • *Dipartimento di Chimica Organica e Biologica dell'Università di Napoli Federico II, via Mezzocannone 16, I-80134 Napoli, Italy; Fax +39 (0) 81 5 52 12 17
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Publication History

Publication Date:
31 December 2000 (online)

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The title compounds are readily obtained by singlet oxygen oxygenation of 2-alkoxyfurans, and they display an intriguing variety of useful transformations which are presented here in a systematic way. These transformations give rise to either new classes of peroxidic systems or to classes of known compounds which are obtained by more convenient pathways.

furan endo-peroxide - singlet oxygen - carbonyl oxide - 3H-1,2-dioxole - furano-2,3-dioxetane