Divergent Synthesis of 17‐ <i>nor</i> ‐Cephalotane Diterpenoids through Developed Ynol‐diene Cyclization
Zezhong Sun, Xin Shu, Fuli Ma, Ao Li, Yali Li, Shuang Jin, Yunxia Wang, Xiangdong Hu
Abstract
On the basis of a novel ynol-diene cyclization developed as a rapid access to tropone unit, the first divergent strategy to 17-nor-cephalotane diterpenoids has been successfully established. Combining with a bioinspired stereoselective dual hydrogenation, the divergent total synthesis of (+)-3-deoxyfortalpinoid F, (+)-harringtonolide, (-)-fortalpinoids M/N/P, and analog (-)-20-deoxocephinoid P have been achieved in 14-17 linear longest steps starting from commercially available materials.
Topics & Concepts
TroponeStereoselectivityDieneDivergent synthesisChemistryStereochemistryDiterpeneCombinatorial chemistryOrganic chemistryCatalysisNatural rubberBiological Activity of Diterpenoids and BiflavonoidsNatural product bioactivities and synthesisSesquiterpenes and Asteraceae Studies