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Asymmetric synthesis of 2-substituted cyclic amines

Institution:	1. Department of Rare, Scattered and Radioactive Element Technology National Research Tomsk Polytechnic University, 634050 Tomsk, Russia;2. Department of Biotechnology and Organic Chemistry National Research Tomsk Polytechnic University, 634050 Tomsk, Russia;1. Department of Organic Chemistry, Faculty of Science, Palacký University, 17. listopadu 12, 771 46, Olomouc, Czech Republic;2. Institute of Molecular and Translational Medicine, Faculty of Medicine and Dentistry, Palacký University, Hněvotínská 5, 779 00, Olomouc, Czech Republic

Abstract:	Cyanomethylenetributylphosphorane-mediated ring closure for the asymmetric synthesis of 2-substituted cyclic amines such as azetidines, pyrrolidines and a piperidine is reported. The desired stereochemistry at the 2-position was fixed using (S)-tert-butyl sulfinamide as a chiral auxiliary.

Keywords:	Asymmetric synthesis Cyclic amines Cyanomethylenetributylphosphorane Chiral auxiliary
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