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Synthesis 1988; 1988(9): 697-699
DOI: 10.1055/s-1988-27674
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Synthesis of Functionalized Cyclopentenecarboxaldehydes

S. Canonica* , M. Ferrari, G. Jommi, M. Sisti
  • *Dipartimento di Chimica Organica ed Industriale, Università degli Studi di Milano, via G. Venezian, 21, I-20133 Milano, Italy
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Publication Date:
18 September 2002 (online)

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Ozonolysis of the ethylene acetals of 2-substituted 2-cyclohexenones followed by cyclization of the intermediate 1,6-dicarbonyl compounds affords 6-substituted 7-formyl-1,4-dioxaspiro[4,4]non-6-enes in modest yields. The same procedure applied to protected 2-substituted 2-cyclohexenols gives 2-substituted 3-formyl-2-cyclopentenyl 2-methoxyethoxymethyl ethers in satisfactory yields.