Abstract
The reductive amination of alicyclic 1,5,9-triketone—2,6-bis[(2-oxocyclohexyl)methyl]cyclohexanone—has been studied under Leuckart reaction conditions and in the presence of NaBH 3CN. A mixture of diastereomers of quinolizidine structure (2,3,5,6-bistetramethylenehexahydrojulolidine) is obtained. The stereochemistry of seven isomers is determined by the study of their NMR spectra using 2D NMR experiments ( 1H– 1H COSY, HSQC, and HMBC).
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