Two different oxidative reactions of the adamantane nucleus with lead tetra-acetate are described. With adamantane and 2-adamantan-1-ylethanol in acetic acid sequential introduction of acetate groups at the bridgehead position occurs. In the presence of iodine, adamantan-1-ol affords tricyclo[4,3,1,03,8] decan-4-one via a bicyclo [3,3,1]-nonanone.
W. H. W. Lunn, J. Chem. Soc. C, 1970, 2124 DOI: 10.1039/J39700002124
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