García Santos, William H.; Puerto Galvis, Carlos Eduardo; Kouznetsov, Vladimir V. (2015)
Abstract:A selective and mild method for the esterification of a variety of carboxylic acids with geraniol is developed. We demonstrated that the use of triphenylphosphine, I2, 2-methylimidazole or imidazole and a catalytic amount of Gd(OTf)3 resulted to be more active than the previous protocols, providing a 16-membered library of geranyl esters in higher yields and in shorter reaction times. The use of essential oil of palmarosa (Cymbopogon martinii), enriched with geraniol, as a raw material for the synthesis of the target compounds complemented and proved how sustainable and eco-friendly this protocol is. Finally, the selective 6,7-epoxidation of the obtained geranyl esters led us to study their regio-controlled radical cyclization mediated by titanocene(III) for the synthesis of novel (8-hydroxy-9,9-dimethyl-5-methylene cyclohexyl)methyl esters in moderate yields and with excellent stereoselectivities.
Es proyecto?:no
Autor:García Santos, William H.
Programa Nal. Colciencias:Programas de CT+I Ejecutados por Redes de Conocimiento
Insitución cofinanciadora:Departamento Administrativo de Ciencia, Tecnología e Innovación [CO] Colciencias
Institución participante:Bio-Red-CO-CENIVAM
Tipo de producto resultado de investigación:info:eu-repo/semantics/article
Fecha:2015
Proyecto id:5507-543-31904
Nombre de proyecto principal:Programa: Bioprospección y desarrollo de ingredientes naturales para las industrias cosmética, farmacéutica y de productos de aseo con base en la biodiversidad colombiana
Comunidad vinculada:Comunidad científica colombiana