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  • Title: Asymmetric total synthesis of a pentacyclic Lycopodium alkaloid: huperzine-Q.
    Author: Nakayama A, Kogure N, Kitajima M, Takayama H.
    Journal: Angew Chem Int Ed Engl; 2011 Aug 22; 50(35):8025-8. PubMed ID: 21751323.
    Abstract:
    Right on Q: the first asymmetric total synthesis of (-)-huperzine-Q, which possesses six stereogenic centers and a spiroaminal moiety, has been achieved in 19 steps and 16.4 % overall yield. This synthesis involved a novel stereoselective Pauson-Khand reaction, a vinyl Claisen rearrangement, and a biomimetic spiroaminal formation. TBDPS=tert-butyldiphenylsilyl.
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