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Updated: Jul 5, 2025

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Published on: June 13, 2022
Total Syntheses of β-Carboline Alkaloids Manzamine C, Orthoscuticelline C, and Quassidine S
Chenchen Zhang1, Saiya Liu1, Qihua Xiong1
1School of Science, Green Pharmaceutical Engineering Research Center, Harbin Institute of Technology, Shenzhen 518055, China.
Abstract:
A regioselective olefin hydrofunctionalization reaction of pavettine (4) with various nucleophiles was developed and used as the key step in the total syntheses of β-carboline natural products manzamine C (3), orthoscuticelline C (5), and quassidine S (6). In the 6-step total synthesis of manzamine C (3), an efficient two-step procedure, comprising a Wittig olefination reaction and a Fukuyama-Mitsunobu reaction, was devised for the synthesis of the N-macrocycle with a Z-olefin.
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