Estudo das condições reacionais da reação de clivagem oxidativa de β-hidróxi éteres bicíclicos promovida por tetróxido de rutênio Study of the conditions of the ruthenium tetraoxide-promoted oxidative cleavage reaction of bicyclic β-hydroxy ethers
<abstract language="eng">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...
| Main Authors: | , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Sociedade Brasileira de Química
2010-01-01
|
| Series: | Química Nova |
| Subjects: | |
| Online Access: | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422010001000021 |
| Summary: | <abstract language="eng">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. |
|---|---|
| ISSN: | 0100-4042 1678-7064 |