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Synthesis of constrained arylpiperidines using intramolecular Heck or radical reactions

✍ Scribed by Christophe Morice; Mathias Domostoj; Karin Briner; André Mann; Jean Suffert; Camille-Georges Wermuth

Book ID
104231248
Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
67 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

Two intramolecular routes were experimented to reach the hexahydrobenzofuro[2,3-c]pyridine platform: a Heck and a radical reaction. The radical route was applicable to all substrates, whereas the Heck route was of limited use. The key adducts were obtained via a Mitsunobu condensation between halogenated phenols and an allylic alcohol, the 3-hydroxy-tetrahydropyridine.

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