Synthesis of Taxol-Like Prostate Cancer Chemotherapeutic Agents
Abstract
This report describes the synthetic approaches toward a potent microtubule stabilizing natural product, eleutherobin, utilizing tandem Diels-Alder reaction/Grob-type fragmentation reaction as key steps. During the course of these studies, large scale preparation of bis-diene and successful activation of the secondary alcohol were achieved. Due to the difficulty in Smmediated fragmentation and capricious nature of the tandem Diels-Alder reaction, our original route did not prove amenable to an efficient synthesis of eleutherobin. A revised route using a -elimination pathway was subsequently investigated and functionalization by Wharton rearrangement reaction was also studied.
Document Details
- Document Type
- Technical Report
- Publication Date
- Nov 01, 2008
- Accession Number
- ADA494578
Entities
People
- Hyunil Jo
Organizations
- University of Pennsylvania