- Access to a welwitindolinone core using sequential cycloadditions.
Access to a welwitindolinone core using sequential cycloadditions.
Organic letters (2009-07-18)
Barry M Trost, Patrick J McDougall
PMID19606876
要旨
A concise approach to the core skeleton of the welwitindolinone alkaloids was developed on the basis of sequential cycloaddition reactions. First, a palladium catalyzed enantioselective [6 + 3] trimethylenemethane cycloaddition onto a tropone nucleus was used to generate the requisite bicyclo[4.3.1]decadiene. Subsequent modifications to the cycloadduct allowed for an intramolecular [4 + 2] cycloaddition to generate the oxindole and complete the core of the natural product family.