Total synthesis and stereochemical assignment of rakicidin F

Fangzhi Han,Guangju Liu,Xiuhe Zhao, Shunshun Du,Yahui Ding,Quan Zhang,Huiting Deng,Liang Wang,Yue Chen

Organic & Biomolecular Chemistry（2022）

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摘要

Total synthesis of rakicidin F was accomplished in 20 linear steps (0.68% overall yield), which enabled the configural determination of its six stereogenic centers as 2R, 15R, 16R, 17S, 19S, and 21S. The macrolactonization of the rakicidin linear precursor was investigated and the unsuccessful results might be attributed to the steric hindrance near C16-OH.

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