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Reactions of Electron-Deficient Alkynes and Allenes under Phosphine Catalysis
Abstract
The development of some new synthetic reactions derived from nucleophilic addition of phosphines to electron-deficient carbon-carbon triple bonds is described. These reactions show that the phosphine plays the role of a nucleophile as well as an excellent leaving group. The central problem is to generate a 1,3-dipole from alkynoates or allenoates (2,3-butadienoates) by interaction with various phosphines. This study illuminates the unusual phenomena and shows how this understanding allows control of the reaction.
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Citations
Cited by
Zhou, F., Liu, Y., & Zhou, J. (2010) · Advanced Synthesis & Catalysis · doi:10.1002/adsc.201000161 · Cited by 1,252
Nucleophilic Phosphine Organocatalysis
Methot, J. L., & Roush, W. R. (2004) · Advanced Synthesis & Catalysis · doi:10.1002/adsc.200404087 · Cited by 983
Zhong, F., Han, X., Wang, Y., & Lu, Y. (2011) · Angewandte Chemie International Edition · doi:10.1002/anie.201102094 · Cited by 419
Liang, Y., Liu, S., Xia, Y., Li, Y., & Yu, Z. (2008) · Chemistry – A European Journal · doi:10.1002/chem.200701725 · Cited by 369
Asymmetric Synthesis of Spiropyrazolones through Phosphine‐Catalyzed [4+1] Annulation
Han, X., Yao, W., Wang, T., Tan, Y. R., Yan, Z., Kwiatkowski, J., & Lu, Y. (2014) · Angewandte Chemie International Edition · doi:10.1002/anie.201311214 · Cited by 261
Metadata
- Authors
- Lu, X., Zhang, C., & Xu, Z.
- Venue
- Accounts of Chemical Research
- Publisher
- American Chemical Society (ACS)
- Published
- 2001-05-12
- Volume
- 34
- Issue
- 7
- Pages
- 535-544
- ISSN
- 0001-4842 (ISSN-L)
- 1520-4898
- OpenAlex
- W2017280600
- Cited by
- 1,030
- References
- 0
- FWCI
- 10.70
- Type
- journal article
- Language
- en
- Open access
- closed
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