Abstract: Enantiopure (1R)-10-(pyperidin-1-yl)camphor has been straightforwardly obtained from natural camphor in five individual steps and with a high overall yield. The process involves a stereocontrolled double-Wagner-Meerwein-rearrangement strategy to generate 10-(triflyloxy)camphor as the key intermediate. This peculiarly-stable neopentylic-like triflate is able to react with pyperidine easily and without producing Grob-like fragmentation of the b-(triflyloxy)ketone-based norbornane system. The described procedure constitutes a model procedure for the sterecontrolled preparation of interesting 10-aminocamphors.