Bicyclo[3.3.1]nonan-2-one reacted with ethyl N-nitrosomethylcarbamate to give bicyclo[4.3.1]decan-2- and -3-one, reduction of which gave the parent bicyclodecane, and a small amount of bicyclo[3.3.1]nonan-2-spirooxiran.
F. Del Cima and F. Pietra, J. Chem. Soc., Perkin Trans. 1, 1974, 1710 DOI: 10.1039/P19740001710
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