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  • Title: First stereoselective total synthesis of FD-594 aglycon.
    Author: Masuo R, Ohmori K, Hintermann L, Yoshida S, Suzuki K.
    Journal: Angew Chem Int Ed Engl; 2009; 48(19):3462-5. PubMed ID: 19347912.
    Abstract:
    Stereocontrolled access to the hexacyclic core of FD-594 has been achieved. The key steps include the intramolecular S(N)Ar reaction for construction of the densely functionalized xanthone skeleton, the stereoselective lactone cleavage using a chiral nucleophile to induce the axial stereochemistry, and the SmI(2)-mediated pinacol cyclization for the stereocontrolled conversion of axially chiral biaryl dialdehyde into the corresponding trans diol.
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