2008•Mini-Reviews in Organic ChemistryRequires access

A Convenient Access to the Piperidine Ring by Cyclization of Allylsilyl Substituted N- cyliminium and Iminium Ions: Application to the Synthesis of Piperidine Alkaloids.

Roland Remuson, Yvonne Gelas‐Mialhe

Abstract

This review relates a new access to the piperidine ring by intramolecular cyclization of acyl iminium and iminium ions substituted by an allylsilyl side chain as an internal Π-nucleophile. This methodology was applied to the synthesis of piperidine alkaloids Keywords: Piperidine, iminium ions, N-acyliminium ions, indolizidine, quinolizidine

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Key concepts: Iminium, Piperidine, Quinolizidine, Chemistry, Ring (chemistry), Indolizidine, Intramolecular force, Nucleophile