Novel and Efficient Synthesis of the Promising Drug Candidate Discodermolide

Abstract

During the first year of this grant, we have demonstrated proof of principle for both of the premises on which the project is built. We have shown that a macrolide that is available in large quantities can be degraded to provide a building block for a valueadded polyketide, specifically discodermolide. Because of difficulties with the original scheme, we applied Corey's cis diene synthesis in this preparation; this proved to be a superior method. We have also shown that chiral, syn anti stereotriad building blocks may be efficiently accessed from a chiral allylic alcohol that was prepared by asymmetric catalysis. This is a practical new approach to these useful intermediates that should have many applications.

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Document Details

Document Type
Technical Report
Publication Date
Feb 01, 2007
Accession Number
ADA468483

Entities

People

  • Kathyln A. Parker

Organizations

  • State University of New York

Tags

DTIC Thesaurus Topics

  • Aldehydes
  • Alkynes
  • Biological Products
  • Biomedical Research
  • Chemical Compounds
  • Chemical Engineering
  • Chemical Reactions
  • Chemical Synthesis
  • Chemistry
  • Degradation
  • Department Of Defense
  • Information Operations
  • Lactones
  • New York
  • Organic Compounds
  • Small Molecules

Readers

  • Organic Chemistry
  • Theoretical Analysis.