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Efficient Entry into Medium-Ring Keto-Lactones. The Ruthenium Tetraoxide-Promoted Oxidative Cleavage of β-Hydroxyethers

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journal contribution
posted on 28.03.2003 by Helena M. C. Ferraz, Luiz S. Longo
A new use of ruthenium tetraoxide is reported. The catalytic oxidative cleavage of hexahydro-benzofuran-3a-ols led to nine-membered ring keto-lactones in moderate to good yields and high purity. The reaction is clean and easily performed using catalytic amounts of ruthenium trichloride and an excess of sodium periodate as a cooxidant.