Natural Product Synthesis & Chemical Biology

10. Total Syntheses of (−)-Huperzine Q and (+)-Lycopladines B and C

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Utilizing a late‐stage enamine bromofunctionalization strategy, the twelve‐step total synthesis of (−)‐huperzine Q was accomplished. Furthermore, the first total syntheses of (+)‐lycopladines B and C are described. An unprecedented X‐ray crystal structure of an unusual epoxyamine intermediate is also reported, and the synthetic application of this intermediate in natural product synthesis is demonstrated.

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