Hydrogenolysis of 3-acetoxynortricyclene gives a mixture of acetoxynorbornanes in which 7-acetoxynorbornane predominates. When deuterium is used in the reaction, the n.m.r. spectra of this product shows a stereospecific deuterium incorporation into 2,6-endo-positions. The reactions of acetoxyquadricyclene and 7-acetoxynorbornadiene with deuterium are also discussed.
M. N. Akhtar, J. J. Rooney and W. R. Jackson, J. Chem. Soc., Perkin Trans. 2, 1976, 595 DOI: 10.1039/P29760000595
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