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Título: | Synthesis of alkaloids from aminol derivatives by β-fragmentation of primary alkoxyl radicals |
Autor: | Boto, Alicia CSIC ORCID ; Hernández, Rosendo CSIC; Montoya, Adriana CSIC; Suárez, Ernesto CSIC ORCID | Palabras clave: | Radicals Alkaloids Acyliminium ions Fragmentation Nucleophilic addition Nitrogen heterocycles Synthesis |
Fecha de publicación: | 14-ene-2004 | Editor: | Elsevier | Citación: | Tetrahedron Letters 45(7): 1559-1563 (2004) | Resumen: | The fragmentation of primary alkoxyl radicals, often described as low yielding and plagued by side reactions, proceeded in good to excellent yields when aminol derivatives were used as substrates. Remarkably, no side reactions such as hydrogen abstraction or oxidation were observed. The fragmentation can be coupled with an alkylation reaction to give 2-substituted pyrrolidine and piperidine rings such as alkaloid analogues and functionalized, chiral nitrogen heterocycles. | Descripción: | 5 pages, 1 table, 6 schemes.-- Printed version published Feb 9, 2004. | Versión del editor: | http://dx.doi.org/10.1016/j.tetlet.2003.12.003 | URI: | http://hdl.handle.net/10261/13459 | DOI: | 10.1016/j.tetlet.2003.12.003 | ISSN: | 0040-4039 |
Aparece en las colecciones: | (IPNA) Artículos |
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