Abstract
The reactions of 4-chloromethyl-1,3,2-dioxathiolane 2-oxides with PhONa in EtOH are accompanied by ring opening under the action of the ethoxide ion rather than leading to a rearrangement of the starting molecule as has been assumed previously. Under conditions precluding competition with other nucleophiles, the phenoxide anion smoothly replaces the chlorine atom in chloromethyl-substituted cyclic sulfites.
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Published inIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1774–1777, October, 2000.
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Bredikhina, Z.A., Pashagin, A.V. & Bredikhin, A.A. Reactions of 4-chloromethyl-1,3,2-dioxathiolane 2-oxides with sodium phenoxide. A reinvestigation. Russ Chem Bull 49, 1753–1756 (2000). https://doi.org/10.1007/BF02496348
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DOI: https://doi.org/10.1007/BF02496348