Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
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First Total Synthesis of the Pavine Alkaloid (±)-Neocaryachine and Its Optical Resolution
Yuta MiuraYohei SaitoMasuo GotoKyoko Nakagawa-Goto
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2020 Volume 68 Issue 9 Pages 899-902

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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.

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© 2020 The Pharmaceutical Society of Japan
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