Unified total synthesis of eburnamine-vincamine indole alkaloids based on catalytic asymmetric hydrogenation/lactamization cascade

Green Synthesis and Catalysis
2022.0

Abstract

The enantioselective total synthesis of representative members of the eburnamine-vincamine alkaloids (+)-vincamine, (−)-eburnamonine, and (−)-criocerine has been accomplished. The synthesis took advantage of a highly stereoselective Ir-catalyzed hydrogenation/lactamization cascade reaction, which allows for the stereoselective construction of the C/D rings as well as the installation of the critical cis-C20/C21 relative stereochemistry of the eburnamine-vincamine alkaloid skeleton in one pot. © 2022 Fudan University

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