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Título

Synthesis of alkaloids from aminol derivatives by β-fragmentation of primary alkoxyl radicals

AutorBoto, Alicia ; Hernández, Rosendo ; Montoya, Adriana ; Suárez, Ernesto
Palabras claveRadicals
Alkaloids
Acyliminium ions
Fragmentation
Nucleophilic addition
Nitrogen heterocycles
Synthesis
Fecha de publicación14-ene-2004
EditorElsevier
CitaciónTetrahedron Letters 45(7): 1559-1563 (2004)
ResumenThe 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.
Descripción5 pages, 1 table, 6 schemes.-- Printed version published Feb 9, 2004.
Versión del editorhttp://dx.doi.org/10.1016/j.tetlet.2003.12.003
URIhttp://hdl.handle.net/10261/13459
DOI10.1016/j.tetlet.2003.12.003
ISSN0040-4039
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