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Highly enantioselective organocatalytic cascade reaction for the synthesis of piperidines and oxazolidines |
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| Authors: | Sylva ?í halová Guillem Valero,Ji?í SchimerMarek Humpl,Martin Dra?í nský Albert Moyano,Ramon Rios,Jan Vesely |
| Affiliation: | a Department of Organic and Nuclear Chemistry, Faculty of Science, Charles University in Prague, Hlavova 2030, 12840 Prague, Czech Republic b Universitat de Barcelona, Department of Organic Chemistry, c/Martí i Franqués 1-11, 08028 Barcelona, Spain c ICREA, Passeig Lluis Companys 23, 08010 Barcelona, Spain |
| Abstract: | The synthesis of piperidines and piperidines derivatives in enantiopure fashion has been a challenging goal for organic chemists. In this report we developed a nice cascade reaction for piperidine derivatives based in an amidomalonate Michael addition to enals followed by an intramolecular hemiaminal formation with good yields and enantioselectivities. Moreover we studied the ‘in situ’ intramolecular cyclization of this hemiaminals with alcohols forming fused piperidine-oxazolidines. |
| Keywords: | Organocatalysis Paroxetine Enantioselective Cascade reaction Diastereoselective |
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