Journal
TETRAHEDRON
Volume 67, Issue 46, Pages 8942-8950Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.08.079
Keywords
Organocatalysis; Paroxetine; Enantioselective; Cascade reaction; Diastereoselective
Categories
Funding
- Grant Agency of Czech Republic (GACR) [203/09/P193]
- Ministry of Education, Youth and Sport [MSM0021620857]
- Spanish Ministry of Science and Innovation (MICINN) [AYA2009-13920-C02-02]
- ICREA Funding Source: Custom
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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. (C) 2011 Elsevier Ltd. All rights reserved.
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