Unexpected effect of an hydroxyl group on π-facial selectivity in the nucleophilic addition to bicyclo[2.2.2]octan-2-ones |
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| Authors: | Jean-Fran ois Devaux, Pierre Fraisse, Issam Hanna,Jean-Yves Lallemand |
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| Affiliation: | Laboratoire de Synthèse Organique associé au CNRS, Ecole Polytechnique, F-91128 Palaiseau, France |
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| Abstract: | An unprecedented remote effect of the hydroxyl group on π-facial selectivity was observed in the addition of Grignard reagents to bicyclo[2.2.2]octan-2-ones, where nucleophilic attack occured from the slerically more hindered face. |
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