Reductive and Oxidative Transformations of the <i>N</i>‐(Cyanomethyl)oxazolidine System to Expand the Chiral Pool of Piperidines

Abstract

Abstract Two new reactions have been exploited to modify piperidine scaffolds containing the chiral, non‐racemic N ‐(cyanomethyl)oxazolidine system. A Raney nickel mediated decyanation was studied first, followed by an oxidative process using potassium permanganate to furnish enantiopure lactams including oxopipecolic acid derivatives. (© Wiley‐VCH Verlag GmbH &amp; Co. KGaA, 69451 Weinheim, Germany, 2004)