Abstract:Total synthesis of indizoline and clausenapin have been accomplished via a facile functional group transformation of the ester functionality at the C-3 carbon of the key ester intermediate derived from clausine E by employing o-Claisen rearrangement and Wittig homologation as the key steps. An improved synthesis of clausine E was achieved using Eaton's reagent for the annulation step. O-allylation of clausine E followed by o-Claisen rearrangement and acetylation enabled the formal synthesis of clausenaline D.
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