Total synthesis of the depsipeptide FR-901375.

@article{Chen2003TotalSO,
  title={Total synthesis of the depsipeptide FR-901375.},
  author={Yanping Chen and C{\'e}line Gambs and Yoshito Abe and Peggy Bryant Wentworth and Kim D Janda},
  journal={The Journal of organic chemistry},
  year={2003},
  volume={68 23},
  pages={
          8902-5
        }
}
The first total synthesis of FR-901375, a novel bicyclic depsipeptide isolated from the fermentation broth of Pseudomonas chloroaphis No. 2522, has been achieved. The synthetic approach involves 13 reaction steps and is achieved in 12% overall yield. The key points in the successful synthetic strategy are a concise asymmetric synthesis of the key building block (3R,4E)-3-hydroxy-7-mercapto-4-heptenoic acid, a mild Mitsunobu macrolactonization step, and an I(2)-mediated deprotection with… CONTINUE READING
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