Highly enantioselective organocatalytic cascade reaction for the synthesis of piperidines and oxazolidines
2011; Elsevier BV; Volume: 67; Issue: 46 Linguagem: Inglês
10.1016/j.tet.2011.08.079
ISSN1464-5416
AutoresSylva Číhalová, Guillem Valero, Jiří Schimer, Marek Humpl, Martin Dračínský, Albert Moyano, Ramón Rios, Ján Veselý,
Tópico(s)Asymmetric Hydrogenation and Catalysis
ResumoThe 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.
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