Synthesis of Enantiomerically Pure (+)-(1S,2R,5S,6R)-endo,endo- 2,6-Diaminobicyclo[3.3.1]nonane

Abstract

Enantiospecific synthesis of enantiomerically pure (+)-(1S,2R, 5S,6R)-endo,endo-2,6-diaminobicyclo[3.3.1]nonane was accomplished via a reaction sequence including stereospecific synthesis of the corresponding dinitro compound and the subsequent reduction of the latter with LiAlH₄. The title diamine was also obtained in a direct reduction of the corresponding dioxime with sodium in ethanol with high stereoselectivity.

Acknowledgments

We thank the Lithuanian science and studies foundation for partial financial support of this work.