Oxonanes can be readily prepared from phthalans by a 3-step procedure involving Birch reduction, selective hydrogenation and oxidation. 2-Ethyl-9-pentyloxonane-3,8-dione has been deoxygenated to give obtusan. The method has been applied to the synthesis of an azonane.
D. S. Brown, M. C. Elliott, C. J. Moody and T. J. Mowlem, J. Chem. Soc., Perkin Trans. 1, 1995, 1137 DOI: 10.1039/P19950001137
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