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Synlett 2024; 35(05): 565-575
DOI: 10.1055/a-2239-6577
DOI: 10.1055/a-2239-6577
account
Biomimetic Synthesis
Applications of Quantum Chemistry in Biomimetic Syntheses of Polycyclic Furanocembrane Derivatives
This work is supported by the National Natural Science Foundation of China (22171153 and 21502101), the Ningbo Municipal Bureau of Science and Technology under the CM2025 program (2020Z092), the Natural Science Foundation of Ningbo Municipality (2022J171), the Ministry of Science and Technology of the People’s Republic of China under the funding scheme of the National Key R&D Program of Intergovernmental Kay Projects (2018YFE0101700), the Ningbo Municipal Key Laboratory on Clean Energy Conversion Technologies (2014A22010) and the Zhejiang Provincial Key Laboratory for Carbonaceous Waste Processing and Process Intensification Research funded by the Zhejiang Provincial Department of Science and Technology (2020E10018). Prof. Hirst is supported by the Department of Science, Innovation and Technology (DSIT) and the Royal Academy of Engineering under the Chairs in Emerging Technologies scheme.
Abstract
This account summarizes the guidance provided by quantum chemical calculations towards the biomimetic syntheses of polycyclic marine furanocembrane derivatives. Polycyclic furanocembrane derivatives are a group of structurally complex and biologically important marine natural products isolated from marine corals. Their syntheses are challenging due to their structural complexity. Biomimetic synthetic proposals are made and some are verified via chemical synthesis. Computational chemistry can support these biomimetic syntheses. Hence, we describe herein the synthetic and computational attempts that we have made on the biomimetic syntheses of polycyclic furanocembrane derivatives, including intricarene, bielschowskysin, providencin and plumarellide.
1 Introduction
2 Computational Methodology
3 Introduction to Polycyclic Furanocembrane Derivatives
4 Biomimetic Syntheses of Intricarene, Bielschowskysin and Providencin
5 Computational Studies on the Biomimetic Synthesis of Intricarene
6 Computational Studies on the Biomimetic Synthesis of Bielschowskysin
7 Computational Studies on the Biomimetic Synthesis of Providencin
8 Computational Studies on the Biomimetic Synthesis of Plumarellide
9 Conclusion
Key words
biomimetic synthesis - computational chemistry - photochemistry - furanocembranes - pericyclic reactionPublication History
Received: 31 December 2023
Accepted after revision: 05 January 2024
Accepted Manuscript online:
05 January 2024
Article published online:
12 February 2024
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For Grimme’s D3 dispersion corrections and BJ-damping, see:
For selected example papers in recent years, see:
For the double-zeta basic set, see:
For the triple-zeta basic set, see:
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