The tetracyclic diterpene waihoensene has been identified in some specimens
of Podocarpus totara, particularly in a varietal form, P. totara var. waih
oensis. We detail the structural analysis of this unique compound by nuclea
r magnetic resonance (NMR) correlation experiments, and describe some chemi
stry conducted on a previously reported tetracyclic alkene, the product of
acid-induced rearrangement of the fenestrane diterpene lauren-1-ene. This w
ork establishes an interrelationship between the triquinane structures of l
aurenene and waihoensene.