ArticleThe Journal of organic chemistry2023
Stereoretentive Formation of Cyclobutanes from Pyrrolidines: Lessons Learned from DFT Studies of the Reaction Mechanism.
Article in The Journal of organic chemistry, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.
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2 citing papers in PubMed.
- Redox-Tunable Ring Expansion Enabled By A Single-Component Electrophilic Nitrogen Atom Synthon.Angewandte Chemie (International ed. in English) · 2025Article
- Synthesis of dienes from pyrrolidines using skeletal modification.Nature communications · 2023Article
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Authors and funding
4 authors.
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Abstract
The stereoselective synthesis of cyclobutanes that possess an array of stereocenters in a contiguous fashion has attracted the wide interest of the synthetic community. Cyclobutanes can be generated from the contraction of pyrrolidines through the formation of 1,4-biradical intermediates. Little else is known about the reaction mechanism of this reaction. Here, we unveil the mechanism for this stereospecific synthesis of cyclobutanes by means of density functional theory (DFT) calculations. The rate-determining step of this transformation corresponds to the release of N
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