The cis and trans enantiomers of the 1-(1-methylcyclohexyl)piperidines were prepared from either 3(R)- or 3(S)-methylcyclohexanone through the Bruylents reaction or a modified azide route, respectively. Separation of the intermediate amines 5 and 6 was achieved through chromatography or selective crystallization of a fumarate salt. The cis isomer 2b had about one-third of the affinity of phency...

Saturated aza-heterocycles are highly privileged building blocks that are commonly encountered in bioactive compounds and approved therapeutic agents. These N-heterocycles are also incorporated as chiral auxiliaries and ligands in asymmetric synthesis. As such, the development of methods to functionalize the α-methylene C-H bonds of these systems enantioselectively is of great importance, espec...

The use of synthetic insecticides in agriculture over the years has resulted in the development of resistance in insect pest populations and environmental problems. Therefore, it is highly desirable to develop new selective insecticidal agents based on natural products. Piperidine alkaloids occur widely in plants as well as in the animal kingdom. Due to their great diversity in biological and p...