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https://hdl.handle.net/1822/17870
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Campo DC | Valor | Idioma |
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dc.contributor.author | Monteiro, Luís S. | - |
dc.contributor.author | Kołomańska, Joanna | - |
dc.contributor.author | Suárez, Ana C. | - |
dc.date.accessioned | 2012-03-16T18:17:37Z | - |
dc.date.available | 2012-03-16T18:17:37Z | - |
dc.date.issued | 2010 | - |
dc.identifier.issn | 1434-193X | por |
dc.identifier.uri | https://hdl.handle.net/1822/17870 | - |
dc.description.abstract | Two routes for the synthesis of N-ethyl-N-(4-nitrophenylsulfonyl)-alpha,beta-dehydroamino acid derivatives from serine, threonine and phenylserine derivatives are presented. One route consists of dehydration of N-(4-nitrophenylsulfonyl)-beta-hydroxyamino acid esters with di-tert-butyl dicarbonate catalyzed by 4-(dimethylamino)pyridine, followed by alkylation of the N-(4-nitrophenylsulfonyl)-alpha,beta-dehydroamino acid methyl esters obtained with triethyloxonium tetrafluoroborate. The second strategy applied the same procedures but in inverse order: alkylation followed by dehydration. These methods made it possible to obtain for the first time, new non-natural amino acids, which incorporate both an N-ethyl and an alpha,beta-dehydro moiety. | por |
dc.description.sponsorship | The Foundation for Science and Technology (FCT) - Portugal and the Fundo Europeu de Desenvolvimento Regional (FEDER) are acknowledged for financial support to the Chemistry Centre of the University of Minho. The NMR spectrometer Bruker Avance II<SUP>+</SUP> 400 is part of the National NMR Network and was purchased in the framework of the National Programme for Scientific Re-equipment (contract REDE/1517/RMN/2005) with funds from the Programa Operacional Ciencia e Inovacao (POCI 2010), FEDER and FCT. | por |
dc.language.iso | eng | por |
dc.publisher | Wiley-VCH Verlag | por |
dc.rights | openAccess | por |
dc.subject | Nosylamino acids | por |
dc.subject | α,β-dehydroamino acids | por |
dc.subject | β-elimination | por |
dc.subject | N-alkylation | por |
dc.subject | Amino acids | por |
dc.subject | alpha,beta-Dehydroamino acids | por |
dc.subject | Alkylation | por |
dc.subject | N-Ethyl-alpha,beta-dehydroamino acids | por |
dc.subject | N-Ethyl-α-β-dehydroamino acids | por |
dc.title | Synthesis of novel non-proteinogenic amino acids : n-ethyl-alpha, beta-dehydroamino acid methyl esters | por |
dc.type | article | por |
dc.peerreviewed | yes | por |
sdum.publicationstatus | published | por |
oaire.citationStartPage | 6731 | por |
oaire.citationEndPage | 6735 | por |
oaire.citationIssue | 35 | por |
oaire.citationTitle | European Journal of Organic Chemistry | por |
dc.identifier.doi | 10.1002/ejoc.201001302 | por |
dc.subject.wos | Science & Technology | por |
sdum.journal | European Journal of Organic Chemistry | por |
Aparece nas coleções: | CDQuim - Artigos (Papers) |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
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2010-Eur. J. Org. Chem.pdf | 227,8 kB | Adobe PDF | Ver/Abrir |