Asymmetric Total Syntheses of (−)-Fennebricin A, (−)-Renieramycin J, (−)-Renieramycin G, (−)-Renieramycin M, and (−)- Jorunnamycin A via C–H Activation

Organic Letters
2020.0

Abstract

Collective total synthesis of five tetrahydroisoquinoline alkaloids including the first total synthesis of (-)-fennebricin A and (-)-renieramycin J has been accomplished. The synthesis features employing a single common amino acid to symmetrically construct the pentacycle of title alkaloids. The palladium-catalyzed arylation of alanine-derived amide developed by Yu was tactically utilized to afford unnatural amino acid building block rapidly and practically. The structure of synthetic (-)-renieramycin M has been confirmed by single crystal X-ray analysis for the first time.

Knowledge Graph

Similar Paper