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First Total Synthesis of the Pavine Alkaloid (±)-Neocaryachine and Its Optical Resolution.
Chemical & Pharmaceutical Bulletin ( IF 1.5 ) Pub Date : 2020-09-01 , DOI: 10.1248/cpb.c20-00370
Yuta Miura 1 , Yohei Saito 1 , Masuo Goto 2 , Kyoko Nakagawa-Goto 1, 2
Affiliation  

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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中文翻译:

猪生物碱(±)-新烟碱的首次全合成及其光学拆分。

在Bischler-Napieralski反应构建中间体苄基异喹啉之后,利用自由基环化反应生成了二苯并9-氮杂双环[3.3.1]壬烷骨架,首次实现了(±)-新烟碱(1)的首次合成。通过手性柱色谱分离得到的外消旋混合物,得到纯的(+)-和(-)- 1

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更新日期:2020-09-12
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