Lipase-Catalyzed Highly Enantioselective Kinetic Resolution of Boron-Containing Chiral Alcohols
Contribuinte(s) |
UNIVERSIDADE DE SÃO PAULO |
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Data(s) |
20/10/2012
20/10/2012
2009
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Resumo |
The first application of enzymes as catalysts to obtain optically pure boron compounds is described. The kinetic resolution of boron-containing chiral alcohols via enantioselective transesterification catalyzed by lipases was studied. Aromatic, allylic, and aliphatic secondary alcohols containing a boronate ester or boronic acid group were resolved by lipase from Candida antartica (CALB), and excellent E values (E > 200) and high enantiomeric excesses (up to >99%) of both remaining substrates and acetylated product were obtained. University of Pennsylvania University of Pennsylvania FAPESP (State of Sao Paulo Research Foundation) Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) CNPq (National Counsel of Technological and Scientific Development) |
Identificador |
ORGANIC LETTERS, v.11, n.14, p.3052-3055, 2009 1523-7060 http://producao.usp.br/handle/BDPI/31173 10.1021/ol901091f |
Idioma(s) |
eng |
Publicador |
AMER CHEMICAL SOC |
Relação |
Organic Letters |
Direitos |
restrictedAccess Copyright AMER CHEMICAL SOC |
Palavras-Chave | #NEUTRON-CAPTURE THERAPY #CROSS-COUPLING REACTION #SECONDARY ALCOHOLS #ORGANIC-SYNTHESIS #CHEMISTRY #INHIBITORS #Chemistry, Organic |
Tipo |
article original article publishedVersion |