Electrophilic substitution of benzyl methyl sulphoxide with methyl iodide has been shown to proceed with high stereoselectivity and with retention of the configuration (in tetrahydrofuran), in striking contrast to the partial deuteriation which appears to proceed with inversion.
K. Nishihata and M. Nishio, J. Chem. Soc. D, 1971, 958 DOI: 10.1039/C29710000958
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