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.

SUBMITTER: Ghosh AK 

PROVIDER: S-EPMC3153378 | biostudies-literature | 2011 Aug

REPOSITORIES: biostudies-literature