Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 9, Pages 3449-3461Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo900283g
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Funding
- National Science Foundation [CHE 0808983]
- Huck Institutes of the Life Sciences X-ray crystallography facility [CHE 0131112]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [0808983] Funding Source: National Science Foundation
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The sponge-derived alkaloid dibromoagelaspongin was prepared from a dihydrooroidin derivative by exploiting the Pummerer reaction twice in succession. Oxidative cyclization of the substrate's pyrrole-2-carboxamide function into the imidazole moiety was achieved in a regiospecific manner to establish both C-N bonds to C(6) of the target.
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