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Direct Experimental Characterization of a Bridged Bicyclic Glycosyl Dioxacarbenium Ion by 1H and 13C NMR Spectroscopy: Importance of Conformation on Participation by Distal Esters
Angewandte Chemie International Edition ( IF 16.6 ) Pub Date : 2021-09-20 , DOI: 10.1002/anie.202110212
Kapil Upadhyaya 1 , Yagya P Subedi 1 , David Crich 1, 2, 3
Affiliation  

Simple methylation at the 4-position of a 4-O-benzoyl galactopyranosyl donor enables direct observation by low-temperature NMR spectroscopy of the previously elusive bridging dioxacarbenium ion, supporting the hypothesis that distal group participation by secondary esters is disfavored by the conformation of the ester.
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中文翻译:

通过 1H 和 13C NMR 光谱法直接实验表征桥联双环糖基二氧杂碳正离子:构象对远端酯参与的重要性

在 4- O-苯甲酰基吡喃半乳糖基供体的 4 位进行简单甲基化,可以通过低温 NMR 光谱直接观察先前难以捉摸的桥接二氧杂碳鎓离子,支持这样的假设,即二级酯的远端基团参与不受构象的影响酯。
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更新日期:2021-11-15
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