Utilize este identificador para referenciar este registo:
https://hdl.handle.net/10316/5010
Título: | Rhodium catalyzed hydroformylation of kaurane derivatives: A route to new diterpenes with potential bioactivity | Autor: | Peixoto, Andreia F. Melo, Daniela S. de Fernandes, Tânia F. Fonseca, Yuraima Gusevskaya, Elena V. Silva, Artur M. S. Contreras, Ricardo R. Reyes, Marisela Usubillaga, Alfredo Santos, Eduardo N. dos Pereira, Mariette M. Bayón, J. Carles |
Palavras-chave: | Diterpenes; Kauranes; Hydroformylation; Rhodium; Phosphite; Phosphine | Data: | 2008 | Citação: | Applied Catalysis A: General. 340:2 (2008) 212-219 | Resumo: | Kaurenic and grandiflorenic acids are naturally occurring diterpenes whose biological activity has been described. Both acids contain an exocyclic methylenic double bond that allows further functionalization on their structure. In an attempt to expand the number of derivatives of these two natural products, we have undertaken a study on the hydroformylation of the methyl esters of the two acids and the trimethylsilyl ether of kaurenol. These substrates have been hydroformylated by using unmodified Rh catalysts, as well as Rh/PPh3 and Rh/tris-(o-t-butylphenyl)phosphite catalytic systems at 100 °C and 20 bar of CO/H2 (1:1). For the three substrates, the two Rh catalysts modified with P-donor ligands, produced high conversions and chemo- and regioselectivities in the diastereoisomeric pair of linear aldehydes. In all cases, the stereoselectivity observed is strongly dependent of the system used, being the most diastereoselective the least hindered unmodified Rh/CO catalyst. A correlation between the higher diastereoselectivity and the faster [beta]-elimination of the metal-alkyl intermediate observed in the unmodified system is discussed. | URI: | https://hdl.handle.net/10316/5010 | DOI: | 10.1016/j.apcata.2008.02.015 | Direitos: | openAccess |
Aparece nas coleções: | FCTUC Química - Artigos em Revistas Internacionais |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
---|---|---|---|---|
file547ef54df2ca43a68fdedbfe75a7662a.pdf | 673.31 kB | Adobe PDF | Ver/Abrir |
Citações SCOPUSTM
19
Visto em 14/out/2024
Citações WEB OF SCIENCETM
19
Visto em 2/out/2024
Visualizações de página
349
Visto em 15/out/2024
Downloads
264
Visto em 15/out/2024
Google ScholarTM
Verificar
Altmetric
Altmetric
Todos os registos no repositório estão protegidos por leis de copyright, com todos os direitos reservados.