The facile addition of fluorosulfuric acid to an epoxide |
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Authors: | Carol S. Poorker Jacques Kagan |
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Affiliation: | Department of Chemistry, University of Illinois at Chicago, Box 4348, Chicago, Illinois 60680 U.S.A. |
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Abstract: | Fluorosulfuric acid, a very poor nucleophile, was found to add to several epoxides, yielding 1,3,2-dioxathiolane 2,2-dioxides. These cyclic sulfates could also be obtained by reacting the epoxides with sulfur trioxide. The intermediacy of the fluorosulfate of a 1,2-diol, which readily cyclized in base, has been demonstrated in one case. |
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