Trimethylsilyl Iodide‐Promoted Aza‐<i>Prins</i> Cyclization for the Synthesis of 4‐Iodopiperidines

Abstract

Abstract The aza‐ Prins cyclization of homoallyl N ‐tosylamine with aliphatic aldehydes gives trans ‐2‐alkyl‐4‐iodo‐1‐tosylpiperidines. This method is chemoselective as it works only with the aliphatic aldehydes, and, in the case of aromatic aldehydes, the starting materials are recovered.