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http://hdl.handle.net/10637/15770A diastereoselective P450-catalyzed epoxidation reaction: anti versus syn reactivity
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| Título : | A diastereoselective P450-catalyzed epoxidation reaction: anti versus syn reactivity |
| Autor : | Ilie, Adriana Lonsdale, Richard Agudo Torres, Rubén Reetz, Manfred T. |
| Materias: | Biocatalysis; Oxidation; Diastereoselectivity |
| Editorial : | Elsevier |
| Citación : | A diastereoselective P450-catalyzed epoxidation reaction: anti versus syn reactivity. Ilie A, Lonsdale R, Agudo R, Reetz MT. Tetrahedron Letters 56, 23, pp. 3435 - 3437 (2015). |
| Resumen : | The achiral cyclohexene derivative dimethyl cis-1,2,3,6-tetrahydrophthalate has been subjected to oxidation catalyzed by cytochrome P450 monooxygenase P450-BM3, leading to diastereoselective epoxidation rather than oxidative hydroxylation. This reaction occurs with 94% diastereoselectivity in favor of the anti-epoxide, in contrast to m-CPBA which delivers unselectively a 70:30 mixture of anti/syn diastereomers. The experimental results are nicely explained on a molecular level by docking experiments and molecular dynamics computations. |
| URI : | http://hdl.handle.net/10637/15770 |
| Derechos: | http://creativecommons.org/licenses/by-nc-nd/4.0/deed.es |
| ISSN : | 0040-4039 |
| Fecha de publicación : | 21-mar-2015 |
| Centro : | Universidad San Pablo-CEU |
| Aparece en las colecciones: | Facultad de Farmacia |
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