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https://repositorio.inpa.gov.br/handle/1/16205| Título: | Regioselectivity in the acylation of methylhydroquinone dimethyl ether: An unprecedented case of indirect steric hindrance |
| Autor: | MacEdo, Fernando C. Andrei, César Cornélio Campiom, Danilo Ishikawa, Noemia Kazue |
| Palavras-chave: | Aromatic Compound Dimethyl Ether Electrophile Hydroquinone Derivative Methyl Group Ab Initio Calculation Acylation Density Functional Theory Nuclear Overhauser Effect Ring Opening Stereochemistry Stereospecificity |
| Data do documento: | 2011 |
| Revista: | Tetrahedron Letters |
| É parte de: | Volume 52, Número 14, Pags. 1612-1614 |
| Abstract: | The origin of the highly regioselective acylation of methylhydroquinone dimethyl ether was investigated using geometry minimization (ab initio and DFT) and NOE spectroscopic measurements. The theoretical and experimental results were consistent with the indirect participation of the aromatic methyl group in blocking the electrophile attack at position 3 of the aromatic ring. © 2011 Elsevier Ltd. All rights reserved. |
| DOI: | 10.1016/j.tetlet.2011.01.130 |
| Aparece nas coleções: | Artigos |
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