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Synthesis 1991; 1991(3): 195-198
DOI: 10.1055/s-1991-26416
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An Improved Synthesis of 2-Diazo-1,3-diketones

V. V. Popic* , S. M. Korneev, V. A. Nikolaev, I. K. Korobitsyna
  • *Department of Chemistry, Leningrad State University, Leningrad, SU-198904, USSR
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Publication Date:
17 September 2002 (online)

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The sodium hydride/dibenzo-18-crown-6 ether system was found to be an effective base for the synthesis of 1,3-diketones by the Claisen condensation. The use of potassium fluoride (with or without crown ether) as the base in diazo-transfer reactions extends this reaction to the synthesis of hindered diazo diketones. In the case of isomeric 1,3-diketones, the stereoselectivity of the process considerably rises.