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Vinyl-aziridines and cyclopropanes in Pd-catalyzed (3+2)-cycloaddition reactions with cyclic N-sulfonyl imines |
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| Authors: | Kim Spielmann Eleonora Tosi Aurélien Lebrun Gilles Niel Arie van der Lee Renata Marcia de Figueiredo Jean-Marc Campagne | |
| Affiliation: | 1. Institut Charles Gerhardt Montpellier (ICGM), UMR 5253, Univ Montpellier, CNRS, ENSCM - Ecole Nationale Supérieure de Chimie, 8 Rue de l’Ecole Normale, 34296 Montpellier Cedex 5, France;2. NMR Analysis: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247, Univ Montpellier, CNRS, ENSCM, Laboratoire de Mesures Physiques - Plateau Technique, Bât 17, Place Eugène Bataillon, 34095 Montpellier Cedex 5, France;3. X-Ray Structures Analysis: Institut Européen des Membranes (IEM), UMR 5632, Univ Montpellier, CNRS - Place Eugène Bataillon, 34095 Montpellier Cedex 5, France | |
| Abstract: | Efficient palladium-catalyzed (3 + 2)-cycloaddition reactions of cyclic N-sulfonyl imines and vinyl-aziridines (or cyclopropanes) have been achieved. The reactions, with either vinylic substrate, proceed with excellent yields affording highly functionalized imidazolidine and pyrrolidine derivatives. The cycloadditions take place via the reaction of zwitterionic π-allyl palladium intermediates with cyclic N-sulfonyl imines through i) the formation of two N | |
| Keywords: | (3+2)-cycloaddition reactions Palladium-catalysis Vinyl-aziridines and cyclopropanes Tetrasubstituted carbon Cyclic N-sulfonyl imines | |
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