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Transpositions a etapes multiples d'epoxydes sesquiterpeniques—I : Action de l'acide formique sur l'epoxyde de cyperene. Correlation entre le cyperene et l'α-cedrene
Authors:Luu Bang  MA Diaz-Parra  G Ourisson
Institution:Laboratoire Associé au C.N.R.S., Institut de Chimie, Université Louis Pasteur, 1 Rue Blaise Pascal, 67008 Strasbourg, France
Abstract:Cyperene epoxide 2, on treatment with formic acid, gives about ten products of which the two major ones have been isolated and characterised. The allylic alcohol 3 is the product of an allylic rearrangement. The diol 5 is produced by a multistep rearrangement, the mechanism of which is remarkable in that the first elementary step cannot be concerted. The structure of the diol 5 has been confirmed by correlation with α-cedrene.
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