AbstractThe first stereoselective synthesis of two diastereomeric 1‐azabicyclo[2.2.1]heptanes substituted at the 2‐position from an easily accessible (R)‐2‐substituted‐4‐piperidone is reported. The synthetic route involves the asymmetric one‐carbon homologation of a chiral ketone followed by an intramolecular SN2‐type cyclisation and led to target compounds in high overall yield by using a simple procedure in which purification of the intermediate compounds is not required. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)