1. Department of Chemistry, Tokyo Institute of Technology, SORST‐JST Agency, 2‐12‐1, O‐okayama, Meguro‐ku, Tokyo 152‐8551 (Japan), Fax: (+81)?3‐5734‐2788;2. Present address: Institut für Organische Chemie, RWTH Aachen (Germany)
Abstract:
Stereocontrolled access to the hexacyclic core of FD‐594 has been achieved. The key steps include the intramolecular SNAr reaction for construction of the densely functionalized xanthone skeleton, the stereoselective lactone cleavage using a chiral nucleophile to induce the axial stereochemistry, and the SmI2‐mediated pinacol cyclization for the stereocontrolled conversion of axially chiral biaryl dialdehyde into the corresponding trans diol.
