Work

Enantioselective Total Synthesis of (−)-Zampanolide, a Potent Microtubule-Stabilizing Agent

Year: 2011

Type: article

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.

Source: Organic Letters

DOI: 10.1021/ol201626h

Authors: Arun K. Ghosh, Xu Cheng

Institution: Purdue University West Lafayette

Language: English

Topic: Synthetic Organic Chemistry Methods

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: National Institute of General Medical Sciences

Awards: DESIGN AND SYNTHESIS OF NONPEPTIDE PROTEASE INHIBITORS, Design & Synthesis of Nonpeptide Protease Inhibitors