Dramatic solvent effects were observed in the thermolysis of allyl sulphinates; heating of chiral trans- and cis-allyl sulphinates (S)-(–)-(1a–g) in N,N-dimethylformamide at 90–120 °C provided chiral sulphones (2a–d) in good yields with very high stereospecificity.
K. Hiroi, R. Kitayama and S. Sato, J. Chem. Soc., Chem. Commun., 1983, 1470 DOI: 10.1039/C39830001470
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