Palladium(II) mediated aziridination of olefins with bromamine-T as the nitrogen source: scope and mechanism |
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Authors: | Alexandra M.M. Antunes Sundaresan Prabhakar |
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Affiliation: | REQUIMTE/CQFB, Departamento de Química, FCT, Universidade Nova de Lisboa, 2829-516 Caparica, Portugal |
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Abstract: | The palladium(II)-promoted reaction of a variety of olefins and bromamine-T provided N-tosyl-2-substituted aziridines under mild conditions. Olefins bearing chiral appendages gave only a poor to modest diastereoselectivity. Appropriate deuterated olefins were selected to study the stereochemistry of the reaction. A Pd(IV) intermediate is proposed as the aziridinating species. |
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Keywords: | Aziridination Palladium(II) Catalysis Bromamine-T |
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