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Borylcyclopropanes: Synthetic Strategies and Applications
1Department of Biochemistry, Division of Chemistry, UT Southwestern Medical Center, Dallas, Texas, USA.
Angewandte Chemie (International Ed. in English)
|July 23, 2026
Summary
Borylcyclopropanes, featuring a carbon-boron bond on a strained ring, enable unique organic synthesis transformations. This review details their diverse reactivity and applications in creating complex molecules.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
- Organoboron Chemistry
Background:
- The carbon-boron bond is a versatile functional group in organic synthesis.
- Borylcyclopropanes possess unique reactivity due to the strained cyclopropane framework and boron moiety.
Purpose of the Study:
- To provide an exhaustive survey of borylcyclopropane chemistry.
- To organize the chemistry by mechanistic class and highlight applications.
Main Methods:
- Review of metal-catalyzed cyclopropanations (Pd, Cu, Rh, enzymes).
- Discussion of non-diazo carbene/carbenoid approaches.
- Analysis of intramolecular cyclizations, radical pathways, C-H borylation, and hydroboration.
Main Results:
- Borylcyclopropanes undergo diverse transformations like Suzuki-Miyaura coupling, oxidation, and amination.
- Boron-stabilized intermediates enable novel cyclopropanation strategies.
- Stereospecific ring-opening yields enantioenriched acyclic organoboron arrays.
Conclusions:
- Borylcyclopropane chemistry offers a rich platform for novel synthetic methodologies.
- Applications span medicinal chemistry, natural product synthesis, and building block preparation.
Keywords:
C─B bond functionalizationborylcyclopropane synthesiscyclopropanationorganoboron chemistrystereoselective synthesisMore Related Videos
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