Dynamic Phenomena and Complexation Effects in the α-Lithiation and Asymmetric Functionalization of Azetidines
Abstract
:1. Introduction
2. Results
3. In Situ FT-IR Investigation
4. DFT Studies
5. Reaction Scope
6. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
Sample Availability
References and Notes
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Entry | R-Li | Equiv | Time | (R,R)-2a % [a] | (S,R)-2a % [a] | Conversion % [b] |
---|---|---|---|---|---|---|
1 | n-HexLi | 1.2 | 30′ | 10 | <5 | 20 |
2 | n-HexLi | 2.2 | 30′ | 20 | <5 | 30 |
3 | n-HexLi | 2.8 | 45′ | 40 | <5 | 40 |
4 | n-HexLi | 3.5 | 20′ | 90 | 10 | 99 |
5 | s-BuLi | 2 | 20′ | 90 | 10 | 99 |
6 [c] | s-BuLi | 2 | 20′ | 90 | 10 | 99 |
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Musci, P.; Colella, M.; Altomare, A.; Romanazzi, G.; Sheikh, N.S.; Degennaro, L.; Luisi, R. Dynamic Phenomena and Complexation Effects in the α-Lithiation and Asymmetric Functionalization of Azetidines. Molecules 2022, 27, 2847. https://doi.org/10.3390/molecules27092847
Musci P, Colella M, Altomare A, Romanazzi G, Sheikh NS, Degennaro L, Luisi R. Dynamic Phenomena and Complexation Effects in the α-Lithiation and Asymmetric Functionalization of Azetidines. Molecules. 2022; 27(9):2847. https://doi.org/10.3390/molecules27092847
Chicago/Turabian StyleMusci, Pantaleo, Marco Colella, Angela Altomare, Giuseppe Romanazzi, Nadeem S. Sheikh, Leonardo Degennaro, and Renzo Luisi. 2022. "Dynamic Phenomena and Complexation Effects in the α-Lithiation and Asymmetric Functionalization of Azetidines" Molecules 27, no. 9: 2847. https://doi.org/10.3390/molecules27092847