3 years ago

Total Synthesis of Kanamienamide

Total Synthesis of Kanamienamide
Yun He, D. Prabhakar Reddy, Zhimei Yu, Zhen Wang, Ning Zhang
Kanamienamide is a novel enol ether containing enamide with a single digit micromolar inhibitory activity against cancer cell lines. An efficient and convergent total synthesis of kanamienamide has been developed for the first time, which features a Cu-mediated amide coupling with vinyl iodide at the late stage. Other key transformations include Evans asymmetric alkylation, CBS asymmetric reduction, ring-closing metathesis reaction, and Stork–Zhao–Wittig olefination. This strategy is amenable for facile analogue preparation and SAR studies.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b01984

DOI: 10.1021/acs.joc.7b01984

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