Título:
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Functional-Group-Tolerant, Silver-Catalyzed N−N Bond Formation by Nitrene Transfer to Amines
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Autor/a:
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Maestre, Lourdes; Dorel, Ruth; Pablo, Óscar; Escofet, Imma; Sameera, W. M. C.; Álvarez, Eleuterio; Maseras, Feliu; Díaz-Requejo, M. Mar; Echavarren, Antonio M.; Peŕez, Pedro J.
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Abstract:
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Silver(I) promotes the highly chemoselective N-amidation of tertiary amines under catalytic conditions to form aminimides by nitrene transfer from PhINTs. Remarkably, this transformation proceeds in a selective manner in the presence of olefins and other functional groups without formation of the commonly observed aziridines or C−H insertion products. The methodology can be applied not only to rather simple tertiary amines but also to complex natural molecules such as brucine or quinine, where the products derived from N−N bond formation were exclusively formed. Theoretical mechanistic studies have shown that this selective N-amidation reaction proceeds through triplet silver nitrenes. |
Fecha de creación:
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18-01-2017 |
Materia(s):
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54 |
Derechos:
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L'accés als continguts d'aquest document queda condicionat a l'acceptació de les condicions d'ús establertes per la següent llicència Creative Commons:http://creativecommons.org/licenses/by-nc-nd/4.0/ |
Páginas:
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2216 p. |
Tipo de documento:
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Artículo Artículo - Versión aceptada |
DOI:
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10.1021/jacs.6b08219
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Compartir:
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