Reductive Removal of the Pivaloyl Protecting Group from Tetrazoles by a Naphthalene-Catalyzed Lithiation Process
| Contribuinte(s) |
Universidad de Alicante. Departamento de Química Orgánica Universidad de Alicante. Instituto Universitario de Síntesis Orgánica Catálisis Estereoselectiva en Síntesis Orgánica (CESO) Síntesis Asimétrica (SINTAS) |
|---|---|
| Data(s) |
10/07/2015
10/07/2015
27/11/2014
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| Resumo |
The reaction of various 1-pivaloyl-1H-tetrazoles with excess lithium and a catalytic amount of naphthalene (20 mol%) led, after treatment with methanol, to the corresponding free tetrazoles through reductive C–N bond cleavage. This methodology represents a reasonable alternative to other nonreductive protocols. This work was financially supported by the A.N.D.R.S. (Agence Nationale pour le Développement de la Recherche en Santé) (Algérie) and the Department of Organic Chemistry of the University of Alicante (Spain). We are very grateful to the Spanish Ministerio de Asuntos Exteriores y de Cooperación for a cooperation grant (AP/039112/11). |
| Identificador |
Synthesis. 2015, 47(04): 507-510. doi:10.1055/s-0034-1378681 0039-7881 (Print) 1437-210X (Online) http://hdl.handle.net/10045/48288 10.1055/s-0034-1378681 |
| Idioma(s) |
eng |
| Publicador |
Georg Thieme Verlag |
| Relação |
http://dx.doi.org/10.1055/s-0034-1378681 |
| Direitos |
© Georg Thieme Verlag Stuttgart · New York info:eu-repo/semantics/openAccess |
| Palavras-Chave | #Tetrazoles #Pivaloyl #Lithium #Deprotection #Química Orgánica |
| Tipo |
info:eu-repo/semantics/article |
