Exploiting the enantioselectivity of Baeyer-Villiger monooxygenases via boron oxidation
| Contribuinte(s) |
UNIVERSIDADE DE SÃO PAULO |
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| Data(s) |
25/10/2013
25/10/2013
2012
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| Resumo |
The enantioselective carbon-boron bond oxidation of several chiral boron-containing compounds by Baeyer-Villiger monooxygenases was evaluated. PAMO and M446G PAMO conveniently oxidized 1-phenylethyl boronate into the corresponding 1-(phenyl)ethanol (ee = 82-91%). Cyclopropyl boronic esters were also oxidized but with no enantioselectivity. beta-Boryl carboxylic esters were not oxidized by any BVMOs. (C) 2012 Elsevier Ltd. All rights reserved. CNPq CNPq CAPES CAPES FAPESP FAPESP |
| Identificador |
TETRAHEDRON-ASYMMETRY, OXFORD, v. 23, n. 9, pp. 703-708, MAY 15, 2012 0957-4166 http://www.producao.usp.br/handle/BDPI/36103 10.1016/j.tetasy.2012.05.004 |
| Idioma(s) |
eng |
| Publicador |
PERGAMON-ELSEVIER SCIENCE LTD OXFORD |
| Relação |
TETRAHEDRON-ASYMMETRY |
| Direitos |
closedAccess Copyright PERGAMON-ELSEVIER SCIENCE LTD |
| Palavras-Chave | #CROSS-COUPLING REACTION #CYCLOHEXANONE OXYGENASE #PHENYLACETONE MONOOXYGENASE #1-ALKENYL HALIDES #VINYL PHOSPHATES #ESTERS #BIOCATALYSTS #BIS(PINACOLATO)DIBORON #IODIDES #ACID #CHEMISTRY, INORGANIC & NUCLEAR #CHEMISTRY, ORGANIC #CHEMISTRY, PHYSICAL |
| Tipo |
article original article publishedVersion |