Approaches to N-methylwelwitindolinone C isothiocyanate: facile synthesis of the tetracyclic core.
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.
Heidebrecht
Richard W
RW
Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, Texas 78712, USA.
Gulledge
Brian
B
Martin
Stephen F
SF
D002384:Catalysis; D000458:Cyanobacteria / Q000737:chemistry; D026121:Indole Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
D026121:Indole Alkaloids; C092268:N-methylwelwitindolinone C isothiocyanate
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