Journal
SCIENCE
Volume 349, Issue 6251, Pages 960-963Publisher
AMER ASSOC ADVANCEMENT SCIENCE
DOI: 10.1126/science.aac7440
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Funding
- Firmenich
- NIH [F32 GM109594]
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Cycloadditions, such as the [4+2] Diels-Alder reaction to form six-membered rings, are among the most powerful and widely used methods in synthetic chemistry. The analogous [2+2] alkene cycloaddition to synthesize cyclobutanes is kinetically accessible by photochemical methods, but the substrate scope and functional group tolerance are limited. Here, we report iron-catalyzed intermolecular [2+2] cycloaddition of unactivated alkenes and cross cycloaddition of alkenes and dienes as regio- and stereoselective routes to cyclobutanes. Through rational ligand design, development of this base metal-catalyzed method expands the chemical space accessible from abundant hydrocarbon feedstocks.
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