Total synthesis of (-)-dolastatrienol

Chem Asian J. 2015 Apr;10(4):1042-9. doi: 10.1002/asia.201403325. Epub 2014 Dec 30.

Abstract

The first asymmetric total synthesis of the tricyclic diterpenoid natural product (-)-dolastatrienol has been accomplished using a rhodium(II)-catalyzed carbene cyclization cycloaddition cascade reaction as the key step to construct the [5.4.0]carbobicyclic core. An intramolecular Heck reaction furnished the tricyclic skeleton and a challenging methylenation completed the synthesis of the target.

Keywords: carbenes; cascade reaction; natural products; rhodium; total synthesis.