Pyrrolidines bearing a quaternary α-stereogenic center. Part 1: Synthesis of analogs of ABT-418, a powerful nicotinic agonist

We describe herein the synthesis of various analogs of ABT-418, in which the stereogenic center is at the same time both quaternary and functional. The key step is the obtention of the aminoaldehyde 1a by means of ring contraction of the parent heterocyclic enamine. A methodology giving access to va...

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Bibliographic Details
Published in:Tetrahedron letters 1999-07, Vol.40 (30), p.5495-5497
Main Authors: Giard, Thierry, Lasne, Marie-Claire, Plaquevent, Jean-Christophe
Format: Article
Language:English
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Summary:We describe herein the synthesis of various analogs of ABT-418, in which the stereogenic center is at the same time both quaternary and functional. The key step is the obtention of the aminoaldehyde 1a by means of ring contraction of the parent heterocyclic enamine. A methodology giving access to various analogs 1 of ABT-418, in which the α-stereogenic center is at the same time both quaternary and functional is described.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(99)01059-X