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Reactions of the carbanion of chloromethyl methyl sulfone with aldehydes and ketones
Authors:Mieczys?aw M?kosza  Natalia UrbańskaAlexey A Chesnokov
Institution:Institute of Organic Chemistry, Polish Academy of Sciences, ul. Kasprzaka 44, 01-224 Warszawa 42, POB 58, Poland
Abstract:Addition of the carbanion of chloromethyl methyl sulfone to aldehydes and ketones proceeds faster than its degradation via the Ramberg-Baecklund reaction. Chlorohydrins and oxiranes produced from aldehydes treated with an excess of base undergo the Ramberg-Baecklund reaction giving allylic alcohols, whereas the reaction of ketones gives the oxiranes.
Keywords:allylic alcohols  carbanions  chloromethyl methyl sulfone  Ramberg-Baecklund reaction
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