Related Experiment Video
Updated: Feb 6, 2026

A Direct, Early Stage Guanidinylation Protocol for the Synthesis of Complex Aminoguanidine-containing Natural Products
Published on: September 9, 2016
Radicals in natural product synthesis
Kevin J Romero1, Matthew S Galliher, Derek A Pratt
1Department of Chemistry, University of Michigan, 930 N. University Ave, Ann Arbor, MI 48109, USA. crjsteph@umich.edu.
Chemists utilize free radical reactions for complex molecule synthesis. This review covers radical generation and reactivity, focusing on stabilized and persistent radicals in natural product synthesis.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
- Natural Product Synthesis
Background:
- Free radical intermediates are crucial in chemical synthesis due to their unique reactivity.
- Their application in intermolecular radical reactions has significantly increased for complex molecule construction.
- Natural product total synthesis increasingly relies on radical-mediated bond formation.
Purpose of the Study:
- To review diverse methods for radical generation and reactivity.
- To highlight the application of radical reactions in natural product total synthesis.
- To focus on the use of stabilized and persistent radicals.
Main Methods:
- Discussion of various radical generation techniques.
- Analysis of radical reactivity in bond-forming processes.
- Case studies from natural product total synthesis.
Main Results:
- Overview of established and emerging radical generation strategies.
- Demonstration of how radicals form critical bonds in complex molecules.
- Emphasis on the utility of specific radical types.
Conclusions:
- Radical chemistry offers powerful tools for synthetic chemists.
- Stabilized and persistent radicals are particularly valuable in natural product synthesis.
- This review provides insights into radical methodologies for complex synthesis.
Related Concept Videos
Synthesis and Decomposition Reactions
What is Natural Selection?
Radical Reactivity: Nucleophilic Radicals
Nature and Nurture
Radicals
Radical Reactivity: Electrophilic Radicals

