DOI:
10.1055/s-00000083
Synlett
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References
In addition to nucleophilic ring-opening reactions at carbon, thiiranium ions are also susceptible to nucleophilic attack at sulfur. The relative rates of these reactions are dependent on the substitution patterns of the thiiranium ion; see: Lucchini V, Modena G, Pasi M, Pasquato L.
J. Org. Chem. 1997;
62: 7018 ; It is noted that differences in reactivity probably exist between thiiranium ions resulting from the trisubstituted alkene 1 (or 12) and the disubstituted alkene 14, although it is unclear how these differences would impact the overall mechanistic picture
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