Utilize este identificador para referenciar este registo:
https://hdl.handle.net/1822/25659
Título: | Reductive intramolecular cyclization of D-glucose-based unsaturated substrates by indirect electrochemical approach in “Green” media |
Autor(es): | Dias, T. A. Durães, C. Esteves, Ana Paula Medeiros, Maria José Pletcher, Derek |
Data: | 2009 |
Editora: | Electrochemical Society |
Revista: | ECS Transactions |
Resumo(s): | Radical cyclisation continues to be a central methodology for the preparation of natural products containing heterocyclic rings. Hence, some electrochemical results obtained by cyclic voltammetry and controlled-potential electrolysis in the study of electroreductive intramolecular cyclisation of ethyl (2S, 3R)-2- bromo-3-propargyloxy-3-(2’,3’,4’,6’-tetra-O-acetyl-β-D-glucopyranosiloxy) propanoate (1) promoted by (1,4,8,11-tetramethyl-1,4,8,11-tetraazacyclotetra-decane)nickel(I), [Ni(tmc)]+, electrogenerated at glassy carbon cathodes in ethanol and ethanol/water mixtures containing tetraalkylammonium salts, are presented. During controlled-potential electrolyses of solutions containing [Ni(tmc)]2+ and acetylated D-glucose-based bromo propargyl ester (1) catalytic reduction of the latter proceeds via one-electron cleavage of the carbon–bromine bond to form a radical intermediate that undergoes cyclization to afford the substituted tetrahydrofurans. |
Tipo: | Artigo em ata de conferência |
URI: | https://hdl.handle.net/1822/25659 |
ISBN: | 9781607681038 |
DOI: | 10.1149/1.3225762 |
ISSN: | 1938-5862 |
Versão da editora: | http://www.ecsdl.org/terms_use.jsp |
Arbitragem científica: | yes |
Acesso: | Acesso aberto |
Aparece nas coleções: | CDQuim - Artigos (Papers) |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
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MJM-Paper S. Francisco-Final.pdf | Documento principal | 338,06 kB | Adobe PDF | Ver/Abrir |