Spirolucidine, a new Lycopodium alkaloid

The structure of spirolucidine, a new type of Lycopodium alkaloid related to the lucidines, has been determined. Chemical and spectroscopic data, together with biogenetic considerations, led to the correct constitution of spirolucidine. An X-ray crystallographic study of tetrahydrodeoxyspirolucidine, the lithium aluminum hydride reduction product of spirolucidine, confirmed the constitution and established the relative stereochemistry of the alkaloid.