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Diels-Alder reactions of oroidin and model compounds.

[STRUCTURE: SEE TEXT] It is shown that the marine key metabolite oroidin undergoes Diels-Alder reactions with electron-poor dienophiles. However, on heating of oroidin in the absence of any reaction partner, cyclization to the natural product cyclooroidin takes place. This is the first direct conversion of oroidin to another pyrrole-imidazole alkaloid.[1]

References

  1. Diels-Alder reactions of oroidin and model compounds. Pöverlein, C., Breckle, G., Lindel, T. Org. Lett. (2006) [Pubmed]
 
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