Diastereoselective α-allylation of secondary amines |
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Authors: | Emma Sierecki Jacques Royer |
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Institution: | ‘Synthèse et Structure de Molécules d’Intérêt Pharmacologique’, UMR 8638 CNRS-University Paris Descartes, Faculty of Pharmacy, 4, avenue de l’Observatoire, 75270 Paris Cedex 06, France |
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Abstract: | We describe the diastereoselective α-allylation of various amines using an anodic oxidation-amidoalkylation sequence. Especially, we found that an acyclic amine, diethylamine, can be allylated with an excellent diastereoselectivity, as high as 94/6. Following our simple protocol, functionalized piperidine, pyrrolidine, morpholine, and tetrahydroisoquinoline were also obtained with moderate to good diastereomeric excesses and in good to excellent yields. |
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