Efficient entry into medium-ring keto-lactones. The ruthenium tetraoxide-promoted oxidative cleavage of beta-hydroxyethers.
[reaction: see text] 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.
Ferraz
Helena M C
HM
Instituto de Química, Universidade de São Paulo, CEP 05508-900, São Paulo SP, Brazil. hmferraz@iq.usp.br
Longo
Luiz S
LS