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Computational evaluation of asymmetric Diels-Alder reactions of vinylboranes with chiral dienes |
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| Authors: | Silvina C. Pellegrinet,Marí a A. Silva |
| Affiliation: | a Instituto de Química Orgánica y de Síntesis (CONICET), Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario, Suipacha 531, Rosario 2000, Argentina b Unilever Centre for Molecular Science Informatics, Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK |
| Abstract: | The asymmetric Diels-Alder reactions of dichlorovinylborane and vinyl-9-BBN with two chiral dienes have been studied theoretically. Calculations suggest high reactivity and regio- and stereoselectivity could be achieved in these processes giving the anti para endo product. This class of reactions represents a potential stereoselective approach to a variety of chiral carbocycles. |
| Keywords: | DFT study Asymmetric Diels-Alder reactions Vinylboranes |
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