1312757-31-5Relevant articles and documents
Concise total synthesis and stereochemical revision of all (-)-trigonoliimines
Han, Sunkyu,Movassaghi, Mohammad
, p. 10768 - 10771 (2011)
The concise and enantioselective total syntheses of (-)-trigonoliimines A, B, and C are described. Our unified strategy to all three natural products is based on asymmetric oxidation and reorganization of a single bistryptamine, a sequence of transformations with possible biogenetic relevance. We revise the absolute stereochemistry of (-)-trigonoliimines A, B, and C.
Total synthesis, stereochemical assignment, and biological activity of all known (-)-trigonoliimines
Han, Sunkyu,Morrison, Karen C.,Hergenrother, Paul J.,Movassaghi, Mohammad
, p. 473 - 486 (2014/04/03)
A full account of our concise and enantioselective total syntheses of all known (-)-trigonoliimine alkaloids is described. Our retrobiosynthetic analysis of these natural products enabled identification of a single bistryptamine precursor as a precursor to all known trigonoliimines through a sequence of transformations involving asymmetric oxidation and reorganization. Our enantioselective syntheses of these alkaloids enabled the revision of the absolute stereochemistry of (-)-trigonoliimines A, B, and C. We report that trigonoliimines A, B, C and structurally related compounds showed weak anticancer activities against HeLa and U-937 cells.