A simple biomimetic synthesis of styelsamine B.
An extremely rapid, low cost, and environmentally friendly entry into the pyridoacridine family of alkaloids has been devised, as demonstrated here by the first total synthesis of styelsamine B (3) and its oxidation to the quinoneimine cystodytin J (4). The known reaction of cystodytin J with methanethiol makes this a formal synthesis of diplamine. [reaction: see text]
Skyler
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Center for New Directions in Organic Synthesis, Department of Chemistry, University of California, Berkeley, CA 94720, USA.
Heathcock
C H
CH
D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D018716:Molecular Mimicry; D015394:Molecular Structure; D011809:Quinones / Q000138:chemical synthesis* / Q000737:chemistry
D000470:Alkaloids; D011809:Quinones; C445722:styelsamine B