Kinetic resolution of iodophenylethanols by Candida antarctica lipase and their application for the synthesis of chiral biphenyl compounds


Autoria(s): ROCHA, Lenilson C.; ROSSET, Isac G.; LUIZ, Rodrigo F.; RAMINELLI, Cristiano; PORTO, Andre L. M.
Contribuinte(s)

UNIVERSIDADE DE SÃO PAULO

Data(s)

20/10/2012

20/10/2012

2010

Resumo

The kinetic resolution of (+/-)-iodophenylethanols was carried out using lipase from Candida antarctica and in some cases the enantiomeric excesses were high (up to >98%). Enantiomerically enriched (S)-iodophenylethanols produced by the enzymatic resolution process were used in the synthesis of chiral biphenyl compounds by the Suzuki reaction with good yields (63-65%). (C) 2010 Elsevier Ltd. All rights reserved.

CNPq

Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)

Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)

FAPESP

CAPES

Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)

Novo Nordisk (Curitiba-Parana, Brazil)

Novo Nordisk (Curitiba-Parana, Brazil)

Identificador

TETRAHEDRON-ASYMMETRY, v.21, n.8, p.926-929, 2010

0957-4166

http://producao.usp.br/handle/BDPI/31678

10.1016/j.tetasy.2010.05.008

http://dx.doi.org/10.1016/j.tetasy.2010.05.008

Idioma(s)

eng

Publicador

PERGAMON-ELSEVIER SCIENCE LTD

Relação

Tetrahedron-asymmetry

Direitos

restrictedAccess

Copyright PERGAMON-ELSEVIER SCIENCE LTD

Palavras-Chave #BIOCATALYTIC KETONE REDUCTION #SECONDARY ALCOHOLS #ENANTIOSELECTIVE REDUCTION #ENZYMATIC RESOLUTION #PHARMACEUTICAL-INDUSTRY #ASYMMETRIC REDUCTION #POWERFUL TOOL #BIOREDUCTION #DRUGS #ACETOPHENONES #Chemistry, Inorganic & Nuclear #Chemistry, Organic #Chemistry, Physical
Tipo

article

original article

publishedVersion