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Synthesis 2024; 56(11): 1695-1701
DOI: 10.1055/a-1984-0755
DOI: 10.1055/a-1984-0755
feature
New Trends in Organic Synthesis from Chinese Chemists
A Concise Total Synthesis of (±)-Stepharine and (±)-Pronuciferine
We thank the National Natural Science Foundation of China (Grants 21801193, 21871213, and 22071189), Natural Science Foundation of Jiangsu Province (Grant No. BK20210119, H.-G. C.), the Fundamental Research Funds for the Central Universities (2042021kf0214) and the start-up funding from Wuhan University for financial support.
Abstract
A concise total synthesis of (±)-stepharine and (±)-pronuciferine using readily available reagents as the starting materials is reported. This synthesis features a three-component Catellani reaction/Au-catalyzed 6-exo-dig cyclization for the assembly of 1-methylene-tetrahydroisoquinoline scaffold and an oxidative dearomatization for constructing spiro-cyclohexadienone scaffold.
Key words
stepharine - pronuciferine - 1-methylene-tetrahydroisoquinoline - Catellani reaction - total synthesisSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1984-0755.
- Supporting Information
Publication History
Received: 29 October 2022
Accepted after revision: 22 November 2022
Accepted Manuscript online:
22 November 2022
Article published online:
06 February 2023
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