Orientation is reported for eliminations from 2-butyl iodide and tosylate, 4-methyl-2-pentyl iodide and tosylate, and 4,4-dimethyl-2-pentyl tosylate promoted by oxy anion bases in dimethyl sulfoxide. The level of base complexity which is necessary for the onset of base steric effects is influenced by the β-alkyl group, but not the leaving group. A syn elimination pathway is apparent for the formation of trans-4,4-dimethyl-2-pentene from 4,4-dimethyl-2-pentyl tosylate.
|Number of pages||6|
|Journal||Journal of the American Chemical Society|
|Publication status||Published - 1979 Dec 1|
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