期刊
TETRAHEDRON
卷 71, 期 17, 页码 2525-2529出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2015.03.020
关键词
Cyclization; Nucleoside; Purine; Structure elucidation; Triflation reaction
资金
- Fondation pour la Recherche Medicale [DCM20111223063]
- Institut Pasteur
- Centre National de la Recherche Scientifique
- Ministere de la Recherche (MENRT, France)
The present paper describes the formation of N-triflyl-7,8-dihydro-8(R),5'-O-cyclonucleosides during our efforts to introduce the triflate leaving group at the 5'-position of purine ribonucleoside derivatives. The chemical structure of these original cyclonucleosides, including the absolute configuration at C-8, was unambiguously elucidated by elemental analysis, high-resolution mass spectrometry, NMR analysis and X-ray crystallography. Our results bring new insights into the reactivity of the 5'-O-triflate derivatives of purine ribonucleosides while providing an efficient access to original cyclonucleosides. (C) 2015 Elsevier Ltd. All rights reserved.
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