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  • Title: Total synthesis of chaetominine.
    Author: Toumi M, Couty F, Marrot J, Evano G.
    Journal: Org Lett; 2008 Nov 06; 10(21):5027-30. PubMed ID: 18847212.
    Abstract:
    An efficient, asymmetric synthesis of the cytotoxic natural product chaetominine was achieved in 14 steps. The strategy employs a copper(I)-mediated cyclization reaction as a key step to install the abc-tricyclic ring system, which was further elaborated by diastereoselective oxidation and reduction reactions. This effort also documents the first example of an oxidative rearrangement yielding to homochiral spirocyclic pyrrolidinyloxindoles.
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