Synthesis of enantiopure substituted piperidines via an aziridinium ring expansion |
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Authors: | Jarvis Scott B D Charette Andre B |
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Affiliation: | Department of Chemistry, Universite? de Montre?al, P.O. Box 6128, Station Downtown, Montreal, Quebec, Canada, H3C 3J7. |
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Abstract: | Herein we report a novel methodology for the asymmetric synthesis of 3-substituted piperidines from readily available chiral building blocks. This method, which features a novel irreversible dihydropyrole-tetrahydropyridine ring expansion, allows the introduction of a large variety of substituents at the 3-position and permits substitution at the 2- and 6-position giving mono-, di-, or trisubstituted piperidines with high diastereocontrol. |
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