0. Asymmetric Total Synthesis of Vindoline
Daisuke Kato, Yoshikazu Sasaki, and Dale L. Boger*
Lan Wang
Chem 635
February

1. 3D model of Vindoline

2. Dale L. Boger, Ph.D. B.S. University of Kansas, 1975
Ph.D. Harvard University, 1980
Assistant/Associate Professor of Medicinal Chemistry, University of Kansas,
Associate Professor/Professor of Chemistry, Purdue University,
Professor, The Scripps Research Institute, 1991-present
His research is focused in synthetic methodology and natural products total synthesis
> 520 publications

3. History of Vindoline/Vinblastine
Vindoline, a major alkaloid of Cantharanthus roseus, constitutes the more complex lower half of vinblastine and serves as both a biosynthetic and synthetic precursor to this important natural product.
Vinblastine is an antimicrotubule drug used to treat certain kinds of cancer, including Hodgkin's lymphoma, non-small cell lung cancer, and et al. It was traditionally obtained from Catharanthus roseus, also known as Vinca rosea.
Vinblastine was first isolated by Robert Noble and Charles Thomas Beer at the University of Western Ontario from the Madagascar periwinkle plant in

4. Retrosynthesis

5. Retrosynthesis - 2

6. Forward Synthesis

7. Forward Synthesis - 2

8. Key Cycloaddition Cascade

9. Key Cycloaddition Cascade - 2

10. Forward Synthesis - 3

11. Forward Synthesis - 4

12. Some Details

13. Some Details - 2

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