Rapid total synthesis of (±)trigonoliimine A via a Strecker/Houben-Hoesch sequence.

A novel synthetic route to the hexacyclic system of trigonoliimine A was accomplished in four steps from N-phthaloyl 6-OMe-tryptamine. Key reactions include a three-component Strecker-type reaction to fashion the two C-N bonds in the D ring and a subsequent Houben-Hoesch type cyclization to deliver the characteristic seven-membered C ring.

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