Reactions of the carbanion of chloromethyl methyl sulfone with aldehydes and ketones |
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Authors: | Mieczys?aw M?kosza Natalia UrbańskaAlexey A Chesnokov |
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Institution: | Institute of Organic Chemistry, Polish Academy of Sciences, ul. Kasprzaka 44, 01-224 Warszawa 42, POB 58, Poland |
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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. |
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Keywords: | allylic alcohols carbanions chloromethyl methyl sulfone Ramberg-Baecklund reaction |
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