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

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

Publisher
John Wiley and Sons
Year
2010
Weight
34 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis

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 to convert (VI) into racemic ABT-418 (VII) and various analogues, e.g. (VIII)-(X). -(GIARD, THIERRY; LASNE,

📜 SIMILAR VOLUMES

Pyrrolidines bearing a quaternary α-ster
Pyrrolidines bearing a quaternary α-stereogenic center. Part 1: Synthesis of analogs of ABT-418, a powerful nicotinic agonist
✍ Thierry Giard; Marie-Claire Lasne; Jean-Christophe Plaquevent 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 178 KB

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.