Kinetic resolution of alpha-bromophenylacetamides using quinine or Cinchona alkaloid salts
| Contribuinte(s) |
UNIVERSIDADE DE SÃO PAULO |
|---|---|
| Data(s) |
05/11/2013
05/11/2013
2012
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| Resumo |
The kinetic resolution of racemic alpha-bromophenylacetamides 1 was achieved in the presence of benzenethiolate and Cinchona alkaloid salts as phase-transfer catalysts or benzenethiol and quinine, yielding (S)-enantioenriched alpha-sulfanylated products. The observed stereoselection was rationalized on the basis of the best fitting of 1 and the resolving agent in the ternary complexes. (C) 2012 Elsevier Ltd. All rights reserved. FAPESP FAPESP CNPq CNPq |
| Identificador |
TETRAHEDRON-ASYMMETRY, OXFORD, v. 23, n. 10, p. 748-753, MAY 31, 2012 0957-4166 http://www.producao.usp.br/handle/BDPI/41645 10.1016/j.tetasy.2012.05.009 |
| Idioma(s) |
eng |
| Publicador |
PERGAMON-ELSEVIER SCIENCE LTD OXFORD |
| Relação |
Tetrahedron: Asymmetry |
| Direitos |
closedAccess Copyright PERGAMON-ELSEVIER SCIENCE LTD |
| Palavras-Chave | #ENANTIOSELECTIVE DESYMMETRIZATION #CONFORMATIONAL-ANALYSIS #ASYMMETRIC-SYNTHESIS #CONJUGATE ADDITION #CHIRAL CATALYSTS #AROMATIC THIOLS #DERIVATIVES #ALCOHOLS #HYDROXY #KETONES #CHEMISTRY, INORGANIC & NUCLEAR #CHEMISTRY, ORGANIC #CHEMISTRY, PHYSICAL |
| Tipo |
article original article publishedVersion |
