Total Synthesis of (-)-HaouamineB Pentaacetate and Structural Revision of HaouamineB

The enantiocontrolled total synthesis of (-)-haouamineB pentaacetate was accomplished via an optically active indane-fused [beta]-lactam, which was prepared by a newly developed Friedel-Crafts reaction. Subsequent cleavage of the [beta]-lactam and an intramolecular McMurry coupling reaction provided the core indane-fused tetrahydropyridine, which led to the elucidation of the structure, as proposed by Trauner and Zubía.