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2023-01-16T04:16:02Z
312:313:314
Recent application of acidic 1,3-azolium salts as promoters in the solution-phase synthesis of nucleosides and nucleotides
Tsukamoto, Masaki
85288
Oyama, Kin-ichi
85289
Acidic 1,3-azolium salt
Nucleoside
Nucleotide
Acidic imidazolium salt
Acidic oxazolium salt
Acidic 1,3-azolium salts are prepared from Brønsted acids and 1,3-azoles such as imidazole, thiazole, and oxazole. Acidic imidazolium salts are frequently employed as promoters for the synthesis of nucleotides using the phosphoramidite method in a solution phase. Recently, it was revealed that thiazolium and oxazolium salts catalyzed Vorbrüggen-type N-glycosylation reactions to give nucleosides. These reactivities are attributed to the stronger Brønsted acidities of the thiazolium and oxazolium salts relative to those of the imidazolium salts. This digest focuses on recent progress in the applicability of acidic 1,3-azolium salts as promoters in the solution-phase synthesis of nucleosides and nucleotides.
ファイル公開:2020-06-27
journal article
Elsevier
2018-06-27
application/pdf
Tetrahedron Letters
26
59
2477
2484
0040-4039
https://nagoya.repo.nii.ac.jp/record/26369/files/TL2018v59p2477_RevisedMN_ToCL.pdf
eng
https://doi.org/10.1016/j.tetlet.2018.03.074
© 2018. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/