The rate constants for deuterium exchange of protons α to the sulphinyl or sulponyl group in the 2-thiabicyclo-[2.2.1]heptane derivatives (1)–(6) were determined in MeONa–MeOD at 100°. Electronic and steric effects on the facility of carbanion formation in these systems and the stereochemistry of exchange are discussed.
U. Folli, D. Iarossi, I. Moretti, F. Taddei and G. Torre, J. Chem. Soc., Perkin Trans. 2, 1974, 1655 DOI: 10.1039/P29740001655
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