测量非中心手性中的立体性距离:不对称反应的立体控制连通性指标。

IF 2.1 4区 化学 Q2 CHEMISTRY, ORGANIC
Beilstein Journal of Organic Chemistry Pub Date : 2025-09-30 eCollection Date: 2025-01-01 DOI:10.3762/bjoc.21.155
Ivan Keng Wee On, Yu Kun Choo, Sambhav Baid, Ye Zhu
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引用次数: 0

摘要

尽管不对称合成的发展迅速,但判断立体控制的遥远性仍然是一种直观和经验的做法,特别是对于产生非中心手性的反应。根据前手性立体元素、反应位和立体定义取代基之间的键连通性关系,提出了立体控制连通性指标来参数化不对称反应。这些指标可以通过分析原料和产品的化学结构来生成,而不需要了解转化的机理。用统一的三步法生成的立体控制连通性指数说明了建立点手性、轴向手性、平面手性和“固有手性”的反应的代表性例子。这种立体化学分类的应用可以促进新的合成方法和催化剂体系的发展,以构建不同的手性分子。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Measuring the stereogenic remoteness in non-central chirality: a stereocontrol connectivity index for asymmetric reactions.

Despite the rapid development of asymmetric synthesis, judging the remoteness of stereocontrol has remained an intuitive and empirical practice, particularly for reactions that create non-central chirality. We put forward a stereocontrol connectivity index to parameterize asymmetric reactions according to the bond connectivity relationships between the prochiral stereogenic elements, the reactive sites, and the stereochemical-defining substituents. The indices can be generated based on analysis of the chemical structures of the starting materials and products, without mechanistic insights of the transformation. Representative examples of reactions that establish point chirality, axial chirality, planar chirality, and "inherent chirality" are illustrated using the stereocontrol connectivity index produced following a unified 3-step process. Application of such stereochemical classification could facilitate the development of new synthetic methodologies and catalyst systems to construct diverse chiral molecules.

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来源期刊
CiteScore
4.90
自引率
3.70%
发文量
167
审稿时长
1.4 months
期刊介绍: The Beilstein Journal of Organic Chemistry is an international, peer-reviewed, Open Access journal. It provides a unique platform for rapid publication without any charges (free for author and reader) – Platinum Open Access. The content is freely accessible 365 days a year to any user worldwide. Articles are available online immediately upon publication and are publicly archived in all major repositories. In addition, it provides a platform for publishing thematic issues (theme-based collections of articles) on topical issues in organic chemistry. The journal publishes high quality research and reviews in all areas of organic chemistry, including organic synthesis, organic reactions, natural product chemistry, structural investigations, supramolecular chemistry and chemical biology.
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