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Synthesis 1993; 1993(1): 37-39
DOI: 10.1055/s-1993-25784
short paper
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Synthesis of 1-Alkoxy-2,2-dicyanocyclobutanes by High Pressure Promoted Polar [2+2] Cycloadditions of Enol Ethers with 1,1-Dicyanoalkenes

Rene W. M. Aben* , Johanna Goudriaan, Jan M. M. Smits, Hans W. Scheeren
  • *Department of Organic Chemistry, University of Nijmegen, Toernooiveld, NL-6525 ED Nijmegen, the Netherlands
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Publication History

Publication Date:
17 September 2002 (online)

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Enol ethers are stereoselectively converted with 1,1-dicyanoalkenes into 1-alkoxy-2,2-dicyanocyclobutanes at 12 kbar pressure and temperatures up to 50°C. The main stereoisomer is mostly obtained pure in moderate to good yields by crystallization.