Abstract

The unique heteroaromatic framework of the marine alkaloid violatinctamine has been assembled using a one-pot Pictet-Spengler-autoxidation sequence. Control studies infer the initially formed tetrahydroisoquinoline undergoes a triplet oxygen-mediated autoxidation to the dihydroisoquinoline. Further studies led to a biomimetic synthesis and structural affirmation of the insect derived monoamine polyrhadopamine D.

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