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  • Title: Protecting group-free total synthesis of (-)-lannotinidine B.
    Author: Ge HM, Zhang LD, Tan RX, Yao ZJ.
    Journal: J Am Chem Soc; 2012 Aug 01; 134(30):12323-5. PubMed ID: 22799615.
    Abstract:
    The first total synthesis of (-)-lannotinidine B, a unique tetracyclic constitutent of Lycopodium annotinum, has been accomplished in 10 steps with 23% overall yield. The completed short and efficient synthesis is characterized with three highly chemo- and/or stereoselective reductive-amination steps to furnish the desired trans-fused 6/6 bicycle and the aza seven-membered ring system, and a direct intramolecular acyloin condensation to deliver the cyclopentanone moiety, as well as successful application of a protecting group-free strategy and an optimal redox order.
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