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Total synthesis of N-methylwelwitindolinone D isonitrile

Posted on:2012-04-24Degree:Ph.DType:Thesis
University:The University of ChicagoCandidate:Bhat, VikramFull Text:PDF
GTID:2461390011961622Subject:Chemistry
Abstract/Summary:
Synthesis of the characteristic bridged-bicylic skeleton of the welwitindolinone alkaloids was achieved via manganese(III) promoted oxidative cyclization and palladium catalyzed enolate arylation reactions. Total synthesis of N-methylwelwitindolinone D isonitrile was accomplished. Synthesis of 20,21-dihydro N-methylwelwitindolinone B isothiocyanate was also completed. During the course of these synthetic efforts, several interesting and unexpected observations were made.
Keywords/Search Tags:Synthesis, N-methylwelwitindolinone
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