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Elimination reactions in dimethyl sulfoxide solution. The effective base with potassium tert-butoxide.
Authors:Robert D Bach  James W Knight
Institution:Department of Chemistry Wayne State University Detroit, Michigan 48202 U.S.A.
Abstract:Deuterium labeling studies have established that elimination of a cyclooctylammonium iodide with dimsyl anion in DMSO proceeds through an ylide intermediate while elimination with KOC(CH3)3 in DMSO involves an E2 mechanism. The effective base with KOC(CH3)3/DMSO is shown to be the alkoxide ion.
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