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The Assignment of the Absolute Configuration of β-Chiral Primary Alcohols with Axially Chiral Trifluoromethylbenzimidazolylbenzoic Acid.
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-09-03 , DOI: 10.1021/acs.joc.0c01510
Michal Kriegelstein 1 , David Profous 1 , Adam Přibylka 1 , Petr Cankař 1
Affiliation  

Axially chiral trifluoromethylbenzimidazolylbenzoic acid (TBBA) was used as a chiral derivatization agent for the assignment of the absolute configuration of β-chiral primary alcohols. The structures varied from simple aliphatic alcohols to complex cyclic systems and highly substituted sugar derivatives. The NMR-based method was successfully implemented to evaluate 17 compounds and displayed ΔδPM values higher than 0.1 ppm in most cases, which makes TBBA superior to MTPA and MPA and comparable to 9-AMA.

中文翻译:

β-手性伯醇与轴向手性三氟甲基苯并咪唑基苯甲酸的绝对构型分配。

轴向手性三氟甲基苯并咪唑基苯甲酸(TBBA)被用作手性衍生剂,用于分配β-手性伯醇的绝对构型。结构从简单的脂肪醇到复杂的环状系统以及高度取代的糖衍生物不等。所述基于NMR的方法成功地实现以评价17个的化合物和显示Δδ PM值高于0.1ppm在大多数情况下,这使得TBBA优于MTPA和MPA并且与9-AMA。
更新日期:2020-10-17
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