Cyclic sulfates: useful substrates for selective nucleophilic substitution

…, MP Franceschini, E Rosenfeld…

Index: Berridge; Franceschini; Rosenfeld; Tewson Journal of Organic Chemistry, 1990 , vol. 55, # 4 p. 1211 - 1217

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Citation Number: 62

Abstract

The reactions of cyclic sulfates were studied with fluoride ion, phenoxide ion, and high specific activity ['BFIfluoride. Cyclic sulfates of low molecular weight acyclic diols were produced by synthesis and permanganate oxidation of the corresponding sulfites. The sulfites were not good substrates for substitution. Cyclic sulfates containing five-, six-, and seven-membered rings were included. Reactions of cyclic sulfates of 3-0-acetylepiestriol, ...