4.8 Article

Rapid synthesis of the N-methylwelwitindolinone skeleton

Journal

ORGANIC LETTERS
Volume 7, Issue 16, Pages 3421-3424

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol051043t

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Funding

  1. NCI NIH HHS [CA 10143 8] Funding Source: Medline

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[GRAPHIC] 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.

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