Towards the Total Synthesis of the Norsesterterpene Diacarnoxide C

Abstract

The synthesis of the norsesterterpene diacarnoxide C was achieved. The endoperoxide moiety could be prepared in nine and the norsesquiterpene moiety in five steps starting from ( E )‐3‐methyl‐6‐oxohex‐2‐en‐1‐yl acetate and dihydro‐β‐ionone. The peroxide aldehyde and the norsesquiterpene sulfone were coupled in an ( E )‐selective Julia–Kocienski reaction. The coupling product was transformed in three additional steps to an inseparable mixture of diacarnoxide C and three further isomers.