Total synthesis of the depsipeptide FR-901375.

  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},
  volume={68 23},
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