New approach to cyclic sulfites and sulfates through reactions of sulfur oxychlorides with glycidols |
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| Authors: | A A Bredikhin A v Pashagin Z A Bredikhina S N Lazarev A T Gabaidullin I A Litvinov |
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| Institution: | (1) A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center of the Russian Academy of Sciences, 8 ul. Akad. Arbuzova, 420088 Kazan, Russian Federation |
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| Abstract: | Reactions of 2,3-epoxyalcohols (glycidols) with thionyl chloride or sulfuryl chloride afford cyclic sulfites or sulfates,
respectively. These reactions yield predominantly 4-chloroalkyl-1,3,2-dioxathiolane oxides. The configuration of the C(4)
atom in the latter compounds exactly corresponds to that of the C(2) atom of the parent glycidol, whereas the configuration
of the exocyclic atom is almost completely reversed with respect to that of the C(3) atom of the precursor.
Published inIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1586–1593, September, 2000. |
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| Keywords: | epoxyalcohols thionyl chloride sulfuryl chloride cyclic sulfites cyclic sulfates stereochemistry |
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