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Natural Product Synthesis Enabled by Radical-Polar Crossover Reactions.
Nicolas Müller1, Thomas Magauer1, Ondřej Kováč2
1Department of Organic Chemistry and Center for Molecular Biosciences, University of Innsbruck, 6020 Innsbruck, Austria.
The Journal of Organic Chemistry
|April 4, 2025
Summary
Radical-polar crossover (RPC) chemistry merges radical and ionic pathways for complex molecule synthesis. This approach significantly advances natural product total synthesis, offering superior efficiency and structural complexity.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
Background:
- Radical-polar crossover (RPC) chemistry is an emerging field.
- RPC reactions involve the coexistence and sequential application of radical and ionic intermediates.
- The orthogonal reactivities of radical and ionic species offer advantages in molecular construction.
Purpose of the Study:
- To present recent advancements in radical-polar crossover (RPC) chemistry.
- To showcase the application of RPC reactions in the total synthesis of natural products.
- To highlight the utility of RPC in synthesizing Ganoderma meroterpenoids.
Main Methods:
- Sequential application of radical and ionic reaction mechanisms.
- Utilizing RPC strategies for complex molecular architecture construction.
- Case studies including the synthesis of Ganoderma meroterpenoids.
Main Results:
- RPC reactions enable the construction of complex molecular architectures.
- RPC enhances synthetic efficiency beyond standard methods.
- Demonstrated success in synthesizing intricate natural products like Ganoderma meroterpenoids.
Conclusions:
- RPC chemistry is a powerful strategy for complex molecule synthesis.
- RPC offers significant advantages in total synthesis of natural products.
- RPC reactions provide enhanced efficiency and structural complexity unattainable by conventional methods.
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