Synthesis of Aceogenin Analogs as Potential Therapeutics for Treating Prostate Cancer
Abstract
New synthetic routes for preparing both the bis-THF and butenolide protions of the targeted acetogenin analogs have been established that avoid the pitfalls of previous strategies. These routes provide practical solutions to the problems associated with securing late-stage advanced intermediates in guantities sufficient for analog preparation. Current research efforts are focusing on optimizing the final aceogenin assembly. A brief investigation into alternative ways to connect the bis-THF with the butenolide led to development of a new Horner-Wadsworth-Emmons type coupling reaction between alkenes and aldehydes that involves rhodium catalyzed olefin hydrophosphorylation and a novel phosphonate elimination as key steps.
Document Details
- Document Type
- Technical Report
- Publication Date
- Jul 01, 2003
- Accession Number
- ADA418104
Entities
People
- Brian L. Pagenkopf
Organizations
- University of Texas at Austin