4.7 Article

Synthesis of Notoamide J: A Potentially Pivotal Intermediate in the Biosynthesis of Several Prenylated Indole Alkaloids

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 75, Issue 9, Pages 2785-2789

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo100332c

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Funding

  1. National Institutes of Health [CA70375]

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An efficient total synthesis of notoamide J, a new prenylated indole alkaloid and potential biosynthetic precursor, is described herein. Starting from L-proline and a substituted tryptophan derivative, this synthesis also employs an oxidation and pinacol rearrangement for the formation of the oxindole in the final step.

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