@article{wjoc2017512,
author={{Rahman, Promi and Glanzer, Amy and Singh, Jaffarguriqbal and Wachter, Nanette M. and Rhoad, Jonathan and Denton, Richard W.},
title={Solvent Effects on the [3+2] Cycloaddition of 2-Furfural Oxime and Ethyl Propiolate: Unexpected Change in Regioselectivity},
journal={World Journal of Organic Chemistry},
volume={5},
number={1},
pages={6--10},
year={2017},
url={http://pubs.sciepub.com/wjoc/5/1/2},
issn={2372-2169},
abstract={The effect of solvents on the 1,3-dipolar cyclization reaction between ethyl propiolate and 2-furfuryl nitrile oxide was studied in various organic solvents. As expected, the major product was ethyl-3-(2-furanyl)-5-carboxylate. The relative ratio of the 3,5- to 3,4- disubstituted isoxazoles in dichloromethane, toluene, ethanol and dimethyl sulfoxide were 3.4, 2.0, 1.9 and 1.5 respectively. Experimental regioselectivity was found to be dissimilar to density functional theory predictions.},
doi={10.12691/wjoc-5-1-2}
publisher={Science and Education Publishing}
}