INTEQUI   20941
INSTITUTO DE INVESTIGACIONES EN TECNOLOGIA QUIMICA
Unidad Ejecutora - UE
artículos
Título:
Enantioselective reduction of prochiral aryl ketones using as chiral auxiliary a novel 1,3,2-dioxaborolane from 2,3-dihydroxicativic acid, a labdane-type diterpene
Autor/es:
CIFUENTE, D.A.; TONN, C.E.
Revista:
ARKIVOC - ONLINE JOURNAL OF ORGANIC CHEMISTRY
Editorial:
ARKAT USA INC
Referencias:
Año: 2011 vol. 2011 p. 128 - 135
ISSN:
1551-7004
Resumen:
Abstract A novel chiral 2-methoxy-1,3,2-dioxaborolane derived from 2á,3á-dihydroxycativic acid, a labdane-type diterpene isolated from aerial parts of Baccharis scandens DC., is reported as a highly effective chiral auxiliary. This compound has been successfully used in the borane dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.á,3á-dihydroxycativic acid, a labdane-type diterpene isolated from aerial parts of Baccharis scandens DC., is reported as a highly effective chiral auxiliary. This compound has been successfully used in the borane dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.Baccharis scandens DC., is reported as a highly effective chiral auxiliary. This compound has been successfully used in the borane dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.