Stereoselective Barbier-type allylation reaction of trifluoromethyl aldimines |
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Authors: | Legros Julien Meyer Franck Coliboeuf Matthieu Crousse Benoît Bonnet-Delpon Danièle Bégué Jean-Pierre |
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Affiliation: | BioCIS, Centre d'Etudes Pharmaceutiques, rue J.B. Clément, Chatenay-Malabry 92296 Cedex, France. |
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Abstract: | Trifluoromethyl aldimines could react, under Barbier conditions in the presence of activated zinc, in DMF at room temperature or in THF at reflux, with various allyl bromides to provide the corresponding homoallylamines. Secondary homoallyl trifluoromethylamines were stereoselectively obtained from the optically active aldimine 12 with an excellent diastereoisomeric excess (98%). |
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