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Approaches to N-methylwelwitindolinone C isothiocyanate: facile synthesis of the tetracyclic core.

ABSTRACT: The synthesis of a functionalized, tetracyclic core of N-methylwelwitindolinone C isothiocyanate is reported. The approach features a convergent coupling between an indole iminium ion and a highly functionalized vinylogous silyl ketene acetal followed by an intramolecular palladium-catalyzed cyclization that proceeds via an enolate arylation.

SUBMITTER: Heidebrecht RW

PROVIDER: S-EPMC2878383 | biostudies-other | 2010 Jun

REPOSITORIES: biostudies-other

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Approaches to N-methylwelwitindolinone C isothiocyanate: facile synthesis of the tetracyclic core.

Heidebrecht Richard W RW Gulledge Brian B Martin Stephen F SF

Organic letters 20100601 11

The synthesis of a functionalized, tetracyclic core of N-methylwelwitindolinone C isothiocyanate is reported. The approach features a convergent coupling between an indole iminium ion and a highly functionalized vinylogous silyl ketene acetal followed by an intramolecular palladium-catalyzed cyclization that proceeds via an enolate arylation. ...[more]

PMID: 20446675

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