Upper limits of 0.1, 0.01, 0.15, and 0.3%, respectively, have been placed on 2→1 hydride shift in the acetolysis of 1-adamantyl toluene-p-sulphonate, 1→2 and 4→2 hydride shifts in the acetolysis of 2-adamantyl toluene-p-sulphonate, and the formation of 2,4-didehydroadamantane in the latter reaction. These hydride shifts may well not occur at all.
M. L. Sinnott and M. C. Whiting, J. Chem. Soc., Perkin Trans. 2, 1975, 1446 DOI: 10.1039/P29750001446
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