The First Total Synthesis of (−)-Tamandarin A

Autor: Liang, B., Portonovo, P., Vera, M. D., Xiao, D., Joullie, M. M.
Zdroj: Organic Letters; October 1999, Vol. 1 Issue: 8 p1319-1322, 4p
Abstrakt: Tamandarin A (1), a newly isolated natural product similar in structure to didemnin B (2), was shown to be somewhat more active in vitro than 2 against pancreatic carcinoma with an ED50 value 1.5 to 2 ng/mL. We report here the first total synthesis of 1. The key steps include a practical stereoselective synthesis of the Hiv-isostatine unit, high-yielding linear precursor formation, a successful macrocyclization, and coupling of the macrocycle with the side chain to afford tamandarin A (1).
Databáze: Supplemental Index