Synthesis of (2S)-isopropyl-5-alkynylpyrimidin-2-ones: precursors of beta-aminoacids
| Contribuinte(s) |
UNIVERSIDADE DE SÃO PAULO |
|---|---|
| Data(s) |
19/10/2012
19/10/2012
2011
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| Resumo |
The efficient palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of (2S)-isopropyl-5-iodo-2,3-dihydro-4(H)-pyrimidin-4-one with, arylethynyl-, heteroarylethynyl-, and alkylethynyltrifluoroborate salts is reported. The standard protocol was evaluated and optimized in order to gain access to suitable precursors of enantiopure 2-substituted beta-amino acids. The scope and limitations of this methodology are discussed. (C) 2010 Elsevier Ltd. All rights reserved. FAPESP[07/59404-2] CNPq[300.613/2007-5] |
| Identificador |
TETRAHEDRON LETTERS, v.52, n.9, p.1014-1019, 2011 0040-4039 http://producao.usp.br/handle/BDPI/20391 10.1016/j.tetlet.2010.12.087 |
| Idioma(s) |
eng |
| Publicador |
PERGAMON-ELSEVIER SCIENCE LTD |
| Relação |
Tetrahedron Letters |
| Direitos |
closedAccess Copyright PERGAMON-ELSEVIER SCIENCE LTD |
| Palavras-Chave | #Suzuki-Miyaura #5-Iodopyrimidinone #Alkynyltrifluoroborates #Cross-coupling reaction #beta-Aminoacids #POTASSIUM ARYLTRIFLUOROBORATE SALTS #CROSS-COUPLING REACTION #N-ACYLIMINIUM IONS #STEREOSELECTIVE-SYNTHESIS #NUCLEOPHILIC-ADDITION #CHEMISTRY #Chemistry, Organic |
| Tipo |
article original article publishedVersion |
