Bulletin of the Academy of Sciences of the USSR Division of Chemical Science p. 1391 - 1394 (1991)
Update date:2022-08-03
Topics: Acetic anhydride Substitution Reaction Oxiranes acetyl chloride
Kalugin, V. E.
Litvinov, V. P.
Reaction of 2-<(organylthio)methyl>oxiranes with acetic anhydride gives a mixture of 3-(organylthio)-1,2-diacetoxypropane and 2-(organylthio)-1,3-diacetoxypropane, and with acetyl chloride a mixture of 2-chloro-3-(organylthio)-1-acetoxypropane and 3-chloro-2-(organylthio)-1-acetoxypropane.In both cases, the ratio of the isomers depends on the nature of the organylthio group and on the nature of the electrophile.
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