AI Article Synopsis
- Cyclic imines can be formed directly from N-lithiated amines and ketone hydrides, allowing for a straightforward reaction with various organometallic nucleophiles.
- These reactions lead to the creation of α-functionalized amines in a single step, simplifying the synthesis process.
- The use of Lewis acids that work alongside lithium alkoxides is essential for activating the imines and enabling reactions with a diverse array of nucleophiles, including lithium acetylides, Grignard reagents, and less reactive aryllithiums.
Article Abstract
Cyclic imines, generated in situ from their corresponding N-lithiated amines and a ketone hydride acceptor, undergo reactions with a range of organometallic nucleophiles to generate α-functionalized amines in a single operation. Activation of the transient imines by Lewis acids that are compatible with the presence of lithium alkoxides was found to be crucial to accommodate a broad range of nucleophiles including lithium acetylides, Grignard reagents, and aryllithiums with attenuated reactivities.
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Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6688489 | PMC |
| http://dx.doi.org/10.1021/jacs.9b04325 | DOI Listing |
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