一个政策问题:对映异构体的自歧化(SDE)测试是否应该强制要求涉及缩放的报告?

Q2 Chemistry
Vadim A. Soloshonok , Alicja Wzorek , Karel D. Klika
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引用次数: 39

摘要

对映体的自歧化(SDE)是一种现象,可导致对映体过量(ee)的扰动,从已受到物理过程的标度样品得到的分数。虽然分数结晶被广泛认为是实现对映体纯化的一种手段,但在这方面,可能导致SDE现象的过程,特别是色谱,却被大大低估了。在本文中,我们质疑工作人员是否足够谨慎,以避免由于对SDE现象的忽视而导致不对称合成、天然产物工作和其他基于手性的研究领域的立体化学结果的错误报告,并建议通过升华和非手性色谱法结合SDE测试,以检查应用方法和常规实验工作中SDE现象的发生。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

A question of policy: should tests for the self-disproportionation of enantiomers (SDE) be mandatory for reports involving scalemates?

A question of policy: should tests for the self-disproportionation of enantiomers (SDE) be mandatory for reports involving scalemates?

The self-disproportionation of enantiomers (SDE) is a phenomenon that can lead to the perturbation of the enantiomeric excess (ee) in fractions obtained from a scalemic sample that has been subjected to a physical process. While fractional crystallization is widely appreciated as a means to effect enantiopurification, processes that are potentially able to give rise to the SDE phenomenon, notably chromatography, are greatly underappreciated in this regard. In this exposition we question if sufficient care is being taken by workers to avoid the erroneous reporting of stereochemical outcomes in asymmetric synthesis, natural products work, and other chiral-based areas of study due to ignorance of the SDE phenomenon and recommend the incorporation of SDE tests via sublimation and achiral chromatography as outlined herein to check for the occurrence of the SDE phenomenon in the applied methodology and routine experimental work.

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来源期刊
Tetrahedron, asymmetry
Tetrahedron, asymmetry 化学-无机化学与核化学
CiteScore
4.70
自引率
0.00%
发文量
0
审稿时长
1 months
期刊介绍: Cessation. Tetrahedron: Asymmetry presents experimental or theoretical research results of outstanding significance and timeliness on asymmetry in organic, inorganic, organometallic and physical chemistry, as well as its application to related disciplines, especially bio-organic chemistry. The journal publishes critical reviews, original research articles and preliminary communications dealing with all aspects of the chemical, physical and theoretical properties of non-racemic organic and inorganic materials and processes. Topics relevant to the journal include: the physico-chemical and biological properties of enantiomers; strategies and methodologies of asymmetric synthesis; resolution; chirality recognition and enhancement; analytical techniques for assessing enantiomeric purity and the unambiguous determination of absolute configuration; and molecular graphics and modelling methods for interpreting and predicting asymmetric phenomena. Papers describing the synthesis or properties of non-racemic molecules will be required to include a separate statement in the form of a Stereochemistry Abstract, for publication in the same issue, of the criteria used for the assignment of configuration and enantiomeric purity.
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