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Synthesis 2024; 56(09): 1355-1368
DOI: 10.1055/a-2186-7983
DOI: 10.1055/a-2186-7983
short review
Review of the Total Synthesis of the Aromatic Abietane Diterpenoid Ferruginol
We gratefully acknowledge financial support from the Supported by Guizhou Provincial Science and Technology Projects (Qian Ke He Fundamental ZK[2023-097]), and the State Key Laboratory of Natural and Biomimetic Drugs, Peking University (K202223).
Abstract
The biological properties and synthesis of ferruginol as a classical abietane-type diterpenoid with an aromatic C ring are reviewed. A strategy overview from 1954 to 2023 toward the total synthesis of ferruginol may provide some references for the future design and synthesis of new diterpenoids natural products.
1 Introduction
2 Biological Activity of Ferruginol
3 Strategies toward the Total Synthesis of Ferruginol
3.1 Bogert–Cook Synthesis
3.2 Robinson Annulation
3.3 Domino Synthesis
3.4 Intramolecular Friedel–Crafts Alkylation
3.5 Oxidative Free-Radical Cyclization
3.6 Polyene Cyclization
4 Conclusion and Perspectives
Key words
ferruginol - aromatic abietane - diterpenoids - Friedel–Crafts - Bogert–Cook synthesis - Robinson annulation - polyene cyclizationPublication History
Received: 28 July 2023
Accepted after revision: 05 October 2023
Accepted Manuscript online:
05 October 2023
Article published online:
21 November 2023
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