A convenient synthesis of olefins via deacylation reaction |
| |
| Authors: | Shogo Nakatsu Vakhid A Mamedov |
| |
| Institution: | a Department of Environmental Chemistry and Materials, Faculty of Environmental Science and Technology, Okayama University, Tsushima Okayama 700-8530, Japan
b A.E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Science, Arbuzov str. 8, Kazan 420088, Russian Federation |
| |
| Abstract: | A convenient and environmentally-friendly synthetic method of olefins via deacylation reaction is described. The reaction gives olefins by condensation of aldehydes with a variety of 1,3-dicarbonyl compounds in the presence of anhydrous potassium carbonate at room temperature in high yields (70-90%) in one step. The synthetic potential of this strategy can be used as an alternative procedure to the Wittig, Wittig-Horner reactions. The stereochemistry of the resulted olefins was determined by NOE experiment with correct radio frequency and X-ray analysis. The E/Z selectivity of the deacylation reaction depends on the α-substituents of the 1,3-dicarbonyl compounds. |
| |
| Keywords: | Wittig reaction Wittig-Horner reactions Aldehydes Unsaturated esters |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
