Cyclitol epoxides. Synthesis of methylsulfonyl derivatives of inositol oxiranes

Organocatalytic Regioselective Chloro‐sulfonylation of Mono‐ and 1,2‐Disubstituted Epoxides by Using 4‐Methylpyridine N‐Oxide

“…Halo‐sulfonylates can also be converted to useful compounds by nucleophilic substitution [10] . The only reported method of direct chloro‐sulfonylation for 1,2‐epoxides uses a large excess of MsCl and pyridine to prepare the inositol derivative [11] . However, the generality of the reaction conditions is unknown because only one substrate was available.…”

“…[10] The only reported method of direct chloro-sulfonylation for 1,2-epoxides uses a large excess of MsCl and pyridine to prepare the inositol derivative. [11] However, the generality of the reaction conditions is unknown because only one substrate was available. Recently, halo-sulfonylation of 2,3-epoxy alcohols by using borinic acid catalysts has been reported by the Taylor group, but catalytic chloro-sulfonylation of terminal epoxides has not been reported.…”