Biomimetic Synthesis of 2,5-Bis(indol-3-ylmethyl)pyrazine via Intermolecular Amino Aldehyde Cyclization

摘要

The biomimetic synthesis of the natural product 2,5- bis(3-indolylmethyl)pyrazine (11) is described. The 2,5-disubstituted pyrazine was constructed by the novel biomimetic cyclization of a tryptophan-derived amino aldehyde. The synthesis validates a re-cently proposed, alternative biosynthetic pathway into the construc-tion of 2,5-disubstituted pyrazine natural products.