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

✍ Scribed by Thierry Giard; Marie-Claire Lasne; Jean-Christophe Plaquevent

Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 178 KB
Volume: 40
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(99)01059-x

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✦ Synopsis

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 la by means of ring contraction of the parent heterocyclic enamine.

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ChemInform Abstract: Pyrrolidines Bearin

ChemInform Abstract: Pyrrolidines Bearing a Quaternary α-Stereogenic Center. Part 1. Synthesis of Analogues of ABT-418, a Powerful Nicotinic Agonist.

✍ Thierry Giard; Marie-Claire Lasne; Jean-Christophe Plaquevent 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 34 KB

Pyrrolidines Bearing a Quaternary α-Stereogenic Center. Part 1. Synthesis of Analogues of ABT-418, a Powerful Nicotinic Agonist. -Starting with the pyridine derivative (I), the aminoaldehyde (VI) is synthesized as the key compound by ring contraction of the enamine (V). Standard procedures are used