First Total Synthesis of the Pavine Alkaloid (±)-Neocaryachine and Its Optical Resolution

Chemical and Pharmaceutical Bulletin
2020.0

Abstract

The first total synthesis of (±)-neocaryachine (1) was achieved using a radical cyclization to produce the dibenzo-9-azabicyclo[3.3.1]nonane pavine skeleton, following a Bischler-Napieralski reaction to construct an intermediate benzylisoquinoline. The resulting racemic mixture was separated by chiral column chromatography to provide pure (+)- and (−)-1. © 2020 The Pharmaceutical Society of Japan

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