Heterocycles p. 495 - 503 (2001)
Update date:2022-09-26
Topics:
Burm, Brigitte E.A.
Blokker, Peter
Jongmans, Edwin
Van Kampen, Erwin
Wanner, Martin J.
Koomen, Gerrit-Jan
Synthetic pathways are described for the synthesis of two naturally occurring β-carbolines, xestomanzamine A and B. The synthesis of aromatic xestomanzamine A was most conveniently achieved by way of a Grignard reaction in dichloromethane. This route is suitable for the synthesis of analogues with modifications in the imidazole ring of xestomanzamine A. Xestomanzamine B, an oxidation-sensitive dihydro-β-carboline, was prepared by Pictet-Spengler condensation of tryptamine with a vicinal tricarbonyl substituted imidazole.
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(1971)