Journal
ORGANIC LETTERS
Volume 6, Issue 16, Pages 2697-2700Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol049115o
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The key step for construction of the carbon skeleton in the indole diterpenes, paxilline, and emindole DA was examined. Intact incorporation of multiply H-2-labeled 3-geranylgeranylindole into two different fungal metabolites proves 3-geranylgeranylindole to be a biosynthetic intermediate. These results give evidence that indole diterpenes are biosynthesized via epoxidation of a common intermediate, and the subsequent cationic cyclization, analogous to those in the steroid biosynthesis.
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