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Reversal of facial selectivity in complex Diels-Alder reactions
Authors:Funel Jacques-Alexis  Ricard Louis  Prunet Joëlle
Affiliation:Laboratoire de Synthèse Organique, UMR CNRS 7652, Ecole Polytechnique, DCSO, Palaiseau, France.
Abstract:A complex Diels-Alder reaction between a semi-cyclic diene with allylic silyloxy substituents and a bromo enone presented an unusual diastereoselectivity: attack of the diene occured on its more hindered face, and this reversal of selectivity was shown to be induced by the presence of a bromo substituent in the dienophile.
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