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Synthesis 1989; 1989(8): 603-607
DOI: 10.1055/s-1989-27330
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Synthesis of 2-Alkyl-2-cyclopenten-1-ones. A Versatile Kinetic Alkylation-Ozonolysis Procedure for the Preparation of γ-Ketoaldehydes

Niall W. A. Geraghty* , Noreen M. Morris
  • *Chemistry Department, University College, Galway, Ireland
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Publication Date:
17 September 2002 (online)

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A range of 2-alkyl-2-cyclopenten-1-ones including the prostaglandin precursor 2-(6-methoxycarbonylhexyl)-2-cyclopenten-1-one and the jasmonoid precursor 2-[(Z)-2-pentenyl]-2-cyclopenten-1-one, have been prepared by a short synthetic route which begins with 6-methyl-5-hepten-2-one and generates the key 1,4-ketoaldehyde intermediates by a kinetic alkylation-ozonolysis procedure.