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| Título: | Intramolecular hydrogen abstraction promoted by N-radicals: synthesis of chiral 7-oxa-2-azabicyclo[2.2.1]heptane and 8-oxa-6-azabicyclo[3.2.1]octane ring systems |
Autor: | Francisco, Cosme G. CSIC; Herrera, Antonio J. CSIC ; Suárez, Ernesto CSIC ORCID | Fecha de publicación: | 6-oct-2000 | Editor: | Elsevier | Citación: | Tetrahedron Asymmetry 11(19): 3879-3882 (2000) | Resumen: | Homochiral 7-oxa-2-azabicyclo[2.2.1]heptane and 8-oxa-6-azabicyclo[3.2.1]octane ring systems can be synthesized by reaction of specifically protected phosphoramidate derivatives of carbohydrates with (diacetoxyiodo)benzene or iodosylbenzene and iodine. The reaction mechanism goes through homolytic fragmentation of a hypothetical iodoamide intermediate. The N-radicals so generated participate in an intramolecular hydrogen abstraction reaction (IHA) to give the aforementioned bicycles. | Descripción: | 4 pages, 1 table, 1 scheme. | Versión del editor: | http://dx.doi.org/10.1016/S0957-4166(00)00364-5 | URI: | http://hdl.handle.net/10261/17234 | DOI: | 10.1016/S0957-4166(00)00364-5 | ISSN: | 0957-4166 |
| Aparece en las colecciones: | (IPNA) Artículos |
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