Abstract
A six-step synthesis of the tetracyclic core of the natural compound (+/-)-dibromoagelaspongin, isolated from Agelas sp. Sponge, was achieved from the commercially available 5-aminopentan-1-ol, 2-trichloroacetylpyrrole, and 2-aminopyrimidine. Following a biomimetic inspired approach, successive oxidative reactions including the final DMDO biomimetic oxidation gave the interesting triaminomethane-fused core.
MeSH terms
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Agelas
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Animals
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Biomimetic Materials / chemical synthesis*
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Biomimetic Materials / chemistry
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Crystallography, X-Ray
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Imidazoles / chemical synthesis*
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Imidazoles / chemistry
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Magnetic Resonance Spectroscopy
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Molecular Structure
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Oxidation-Reduction
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Polycyclic Compounds / chemical synthesis*
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Polycyclic Compounds / chemistry
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Pyrroles / chemical synthesis*
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Pyrroles / chemistry*
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Stereoisomerism
Substances
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Imidazoles
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Polycyclic Compounds
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Pyrroles
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dibromoagelaspongin
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2-aminoimidazole