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Comparative analysis of complanadine A total syntheses.

Reem Al-Ahmad¹, Mingji Dai^1,2

¹Department of Chemistry, Emory University, Atlanta, Georgia 30322, United States.

Beilstein Journal of Organic Chemistry

|November 5, 2025

Summary

This review compares four total syntheses of complanadine A, a Lycopodium alkaloid with neurotrophic and pain management potential. It highlights innovative strategies in natural product synthesis.

Keywords:

C–H functionalization biomimetic synthesis complanadine lycopodium alkaloid skeletal editing total synthesis transition metal catalysis

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Area of Science:

Organic Chemistry
Medicinal Chemistry
Synthetic Chemistry

Background:

Complanadine A is a complex, pseudo-dimeric Lycopodium alkaloid.
It exhibits promising neurotrophic activity.
Potential applications in pain management are being explored.

Purpose of the Study:

To review and compare four distinct total syntheses of complanadine A.
To analyze the innovative strategies and tactics employed in these syntheses.
To demonstrate the impact of emerging synthetic capabilities on natural product synthesis.

Main Methods:

Comparative analysis of four published total syntheses of complanadine A.
Focus on the synthetic strategies and key transformations.
Evaluation of the efficiency and novelty of each approach.

Main Results:

Four unique total syntheses of complanadine A were identified and analyzed.
Each synthesis showcases distinct and creative approaches to constructing the complex alkaloid framework.
Innovative tactics in stereoselective synthesis and C-C bond formation were highlighted.

Conclusions:

The total syntheses of complanadine A demonstrate significant advancements in synthetic organic chemistry.
These syntheses provide valuable insights into the construction of complex natural products.
Emerging synthetic capabilities are crucial for accessing molecules with therapeutic potential, such as complanadine A.