- Zeolite NaY-promoted cyclization of farnesal: a short route to nanaimoal.
Zeolite NaY-promoted cyclization of farnesal: a short route to nanaimoal.
The Journal of organic chemistry (2008-03-07)
Constantinos Tsangarakis, Ioannis N Lykakis, Manolis Stratakis
PMID18321121
ABSTRACT
The sesquiterpene nanaimoal was synthesized in 21% overall yield and in a biomimetic manner. As a key step, the acid-catalyzed cyclization of farnesal under zeolite NaY confinement conditions was used. The intrazeolite cyclization of farnesal affords as major product a double-bond isomer of nanaimoal, via a novel diastereoselective tandem 1,5-diene cyclization/Prins-type reaction.
MATERIALS