Estudo das condições reacionais da reação de clivagem oxidativa de β-hidróxi éteres bicíclicos promovida por tetróxido de rutênio


Autoria(s): Ferraz,Helena M. C.; Scalfo,Alexsandra C.; Vilalba,Bruno T.; Longo Jr,Luiz S.
Data(s)

01/01/2010

Resumo

A systematic study of the reaction of β-hydroxy ethers with ruthenium tetraoxide (RuO4), generated in situ from ruthenium trichloride and sodium periodate, is presented, leading to nine-membered ring keto-lactones in moderate yields. Three different solvent systems - AcOEt/MeCN/H2O, MeCN/H2O and DMC/H2O - were studied leading to the desired products in lower yields than those obtained with the classical mixture of CCl4/MeCN/H2O, commonly used in reactions promoted by this oxidant. However, it is noteworthy that these new solvent systems represent greener alternatives to the chlorinated solvents used in the oxidative cleavage of β-hydroxy ethers by RuO4.

Formato

text/html

Identificador

http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422010001000021

Idioma(s)

pt

Publicador

Sociedade Brasileira de Química

Fonte

Química Nova v.33 n.10 2010

Palavras-Chave #medium ring lactones #oxidative cleavage #ruthenium tetraoxide
Tipo

journal article