Tetrahedron p. 2953 - 2964 (1983)
Update date:2022-08-04
Topics:
Gharbi, R. El
Delmas, M.
Gaset, A.
The interconversion of the three stereoisomers of 4-anisyl-2,5,6 trimethyl-1,3 dioxacyclohexane, obtained from the condensation reaction between anethole and acetaldehyde, depends on the experimental conditions.In some cases, a reversal to the starting alkene could be observed: such a phenomenon does not seem to have been reported so far in the isomerization reactions of 1,3-dioxacyclohexanes.The data can be accounted for by a reaction mechanism involving various cationic intermediates.New 1,3-dioxacyclohexanes were obtained from acetaldehyde and various aromatic alkenes under mild reaction conditions in the presence of sulfonic ion-ex changers used as catalysts, in good yields and with high selectivity.
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(1983)
