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A “Traceless” Staudinger Ligation for the Chemoselective Synthesis of Amide Bonds
Abstract
[reaction: see text] Here we report a novel modification of our previously reported "Staudinger ligation" that generates an amide bond from an azide and a specifically functionalized phosphine. This method for the selective formation of an amide bond, which does not require the orthogonal protection of distal functional groups, should find general utility in synthetic and biological chemistry.
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Cited by
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Self-citationBioconjugation by Copper(I)-Catalyzed Azide-Alkyne [3 + 2] Cycloaddition
Wang, Q., Chan, T. R., Hilgraf, R., Fokin, V. V., Sharpless, K. B., & Finn, M. G. (2003) · Journal of the American Chemical Society · doi:10.1021/ja021381e · Cited by 1,641
Prescher, J. A., & Bertozzi, C. R. (2005) · Nature Chemical Biology · doi:10.1038/nchembio0605-13 · Cited by 1,456
Self-citationNative Chemical Ligation and Extended Methods: Mechanisms, Catalysis, Scope, and Limitations
Agouridas, V., El Mahdi, O., Diemer, V., Cargoët, M., Monbaliu, J.-C. M., & Melnyk, O. (2019) · Chemical Reviews · doi:10.1021/acs.chemrev.8b00712 · Cited by 650
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Metadata
- Authors
- Saxon, E., Armstrong, J. I., & Bertozzi, C. R.
- Venue
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Published
- 2000-06-20
- Volume
- 2
- Issue
- 14
- Pages
- 2141-2143
- ISSN
- 1523-7052 (ISSN-L)
- 1523-7060
- OpenAlex
- W2006192357
- Cited by
- 680
- References
- 0
- FWCI
- 3.72
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: A “Traceless” Staudinger Ligation for the Chemoselective Synthesis of Amide Bonds. https://app.cochat.ai/papers/10.1021/ol006054v
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- Saxon, E., Armstrong, J. I., & Bertozzi, C. R. (2000). A “Traceless” Staudinger Ligation for the Chemoselective Synthesis of Amide Bonds. Organic Letters. https://doi.org/10.1021/ol006054v
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Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
