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Nucleoside syntheses, XXII1) Nucleoside synthesis with trimethylsilyl triflate and perchlorate as catalysts
Abstract
The novel Lewis acids (CH 3)3 SiOSO 2 CF 3 (3), (CH 3)5 SiOSO 2 C 4 F 9 (6), and (CH 3)3 SiClO 4 (4) are highly selective and efficient Friedel‐Crafts catalysts for nucleoside formation form silylated heterocycles and peracylated sugars as well as for rearrangements of persilylated protected nucleosides. With basic silylated heterocycles these new catalysts give much higher yields of the natural N‐1‐nucleosides than with SnCl 4.
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Cited by
Koshkin, A. A., Singh, S. K., Nielsen, P., Rajwanshi, V. K., Kumar, R., Meldgaard, M., Olsen, C. E., & Wengel, J. (1998) · Tetrahedron · doi:10.1016/s0040-4020(98)00094-5 · Cited by 1,047
Fluorinated Phosphonates: Synthesis and Biomedical Application
Romanenko, V. D., & Kukhar, V. P. (2006) · Chemical Reviews · doi:10.1021/cr051000q · Cited by 366
The purines: Potent and versatile small molecule inhibitors and modulators of key biological targets
Legraverend, M., & Grierson, D. S. (2006) · Bioorganic & Medicinal Chemistry · doi:10.1016/j.bmc.2005.12.060 · Cited by 330
A High-Yielding, Strictly Regioselective Prebiotic Purine Nucleoside Formation Pathway
Becker, S., Thoma, I., Deutsch, A., Gehrke, T., Mayer, P., Zipse, H., & Carell, T. (2016) · Science · doi:10.1126/science.aad2808 · Cited by 238
Metadata
- Authors
- Vorbrüggen, H., Krolikiewicz, K., & Bennua, B.
- Venue
- Chemische Berichte
- Publisher
- Wiley
- Published
- 1981-04
- Volume
- 114
- Issue
- 4
- Pages
- 1234-1255
- ISSN
- 0009-2940 (ISSN-L)
- OpenAlex
- W2165786297
- Cited by
- 763
- References
- 0
- FWCI
- 11.03
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Nucleoside syntheses, XXII1) Nucleoside synthesis with trimethylsilyl triflate and perchlorate as catalysts. https://app.cochat.ai/papers/10.1002/cber.19811140404
- The paper
- Vorbrüggen, H., Krolikiewicz, K., & Bennua, B. (1981). Nucleoside syntheses, XXII1) Nucleoside synthesis with trimethylsilyl triflate and perchlorate as catalysts. Chemische Berichte. https://doi.org/10.1002/cber.19811140404
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Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
