Synthesis of a Bicyclic Diamine Derived from Kemp's Acid

Abstract

A bicyclic diamine with defined and stable conformation in solution was prepared from Kemp's triacid. The efficient four-step synthesis of the Boc-protected diamine requires only a single purification by column chromatography. X-ray analysis and NMR spectroscopy confirm the structure of the diamine in the solid state and in solution.

Keywords:

• Diamine
• Kemp's triacid
• piperidine

ACKNOWLEDGMENTS

This work was supported by the Deutsche Forschungsgemeinschaft with a GRK 640 fellowship to H. S. We thank Dr. Manfred Zabel (University of Regensburg) for providing the x-ray crystal structure.