Organocatalytic stereoselective epoxidation of trisubstituted acrylonitriles |
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| Authors: | De Fusco Claudia Tedesco Consiglia Lattanzi Alessandra |
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| Institution: | Dipartimento di Chimica, Universita? di Salerno, Via Ponte don Melillo, 84084, Fisciano, Italy. |
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| Abstract: | The first diastereospecific and enantioselective epoxidation of trans-2-aroyl-3-arylacrylonitriles by means of the commercially available diaryl L-prolinol/tert-butyl hydroperoxide system has been developed. These diversely functionalized epoxides were obtained in excellent yield (up to 99%), complete diastereoselectivity for the trans-isomer, and good enantioselectivity (up to 84% ee). Highly enantioenriched epoxides can be easily obtained after a single crystallization (ee > 90%). |
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