Synthesis of constrained arylpiperidines using intramolecular Heck or radical reactions

C Morice, M Domostoj, K Briner, A Mann, J Suffert…

Index: Morice, Christophe; Domostoj, Mathias; Briner, Karin; Mann, Andre; Suffert, Jean; Wermuth, Camille-Georges Tetrahedron Letters, 2001 , vol. 42, # 37 p. 6499 - 6502

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Citation Number: 12

Abstract

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.