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Total Synthesis of the Chlorine-Containing Hapalindoles K, A, and G


  • This work was supported by the NIH (GM 063557).


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A common approach: Overall brevity in the synthesis of the title compounds (see scheme) is achieved by a sequential electrophilic aromatic substitution of indole and a regio- and diastereoselective intermolecular Diels–Alder cycloaddition to establish the key precursor—a neopentyl chloride. A stereoselective Ritter reaction and dehydration are used for the installation of the isonitrile unit.

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