Fruits of the glossy privet (Ligustrum lucidum—Oleaceae) as biocatalysts for producing chiral aromatic alcohols

The screening of four invasive plant species for use as biocatalysts in the stereoselective reduction of ketones is reported. Our studies revealed that fruits of Ligustrum lucidum can be used for the bioreduction of acetophenone to (S)-1-phenylethanol (94% conversion, > 99 enantiomeric excess [ee...

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Detalhes bibliográficos
Autores: Aimar, Mario Leandro, Bordon, Daniela Laura, Formica, Stella Maris, Cantero, Juan Jose, Vazquez, Ana M., Velasco, Manuel Isaac, Rossi, Laura Isabel
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2014
País:Argentina
Recursos:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/31494
Acesso em linha:http://hdl.handle.net/11336/31494
Access Level:acceso abierto
Palavra-chave:Ligustrum Lucidum
Biocatalysts
Bioreduction
Substituted Acetophenones
Chiral Aromatic Alcohols
Green Chemistry
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descrição
Resumo:The screening of four invasive plant species for use as biocatalysts in the stereoselective reduction of ketones is reported. Our studies revealed that fruits of Ligustrum lucidum can be used for the bioreduction of acetophenone to (S)-1-phenylethanol (94% conversion, > 99 enantiomeric excess [ee]%). Using this methodology, 13 substituted (S)-phenylethanols were synthesized with good ee values (> 99.9 to 78%) using a technique which is more environmentally friendly than classical reduction of prochiral ketones. The results reveal the fruits of L. lucidum to be promising biocatalysts for the production of key intermediates.