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Updated: Dec 23, 2025
Author Spotlight: Discovering New Alkaloids in Plants with Advanced Mass Spectrometry Techniques
Published on: March 8, 2024
Total Synthesis of Fawcettimine-Type Alkaloid, Lycojaponicumin A
Hui Shao1, Kun Fang2, Yun-Peng Wang1
1School of Chemistry and Chemical Engineering, Frontiers Science Center of Transformative Molecules, Shanghai Jiao Tong University, Shanghai, P. R. China, 200240.
Abstract:
The efficient total synthesis of lycojaponicumin A (1) has been accomplished for the first time. The remarkable features of this novel strategy include the following: (1) rapid construction of tricyclic intermediate 4 through a regio- and stereoselective semipinacol ring expansion, which simplified the construction of rings A and B of 1; (2) the subsequent regio- and stereoselective formation of the highly strained rings C-E of 1 through a tandem oxa-hetero [3 + 2] cycloaddition/N-cycloalkylation.
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