Enantioselective total synthesis of (-)-zampanolide, a potent microtubule-stabilizing agent.

Abstract

An enantioselective total synthesis of zampanolide has been accomplished using a novel DDQ/Brønsted acid promoted cyclization as the key reaction. The synthesis features cross-metathesis to construct the trisubstituted olefin and a ring-closing metathesis to form the macrolactone. The final N-acyl aminal formation was stereoselectively accomplished by an organocatalytic reaction.

DOI: 10.1021/ol201626h

Cite this paper

@article{Ghosh2011EnantioselectiveTS, title={Enantioselective total synthesis of (-)-zampanolide, a potent microtubule-stabilizing agent.}, author={Arun K. Ghosh and Xu Cheng}, journal={Organic letters}, year={2011}, volume={13 15}, pages={4108-11} }