Abstract
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 0-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.
Original language | English |
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Pages (from-to) | 1176-1181 |
Number of pages | 6 |
Journal | Journal of the American Chemical Society |
Volume | 101 |
Issue number | 5 |
DOIs | |
Publication status | Published - 1979 Feb 1 |
Externally published | Yes |
ASJC Scopus subject areas
- Catalysis
- General Chemistry
- Biochemistry
- Colloid and Surface Chemistry