Rapid synthesis of the N-methylwelwitindolinone skeleton |
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Authors: | MacKay James A Bishop Raynauld L Rawal Viresh H |
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Affiliation: | Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, IL 60637, USA. |
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Abstract: | An efficient, convergent synthesis of the core bicyclo[4.3.1]decane ring system of welwitindolinones is described. Key steps in the synthesis include an intramolecular palladium-catalyzed enolate arylation reaction to create the desired bicyclic skeleton and a Curtius rearrangement to install the bridgehead isocyanate unit. [reaction: see text] |
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