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Stereoselective arene formation
Chemical Society Reviews ( IF 46.2 ) Pub Date : 2018-03-22 00:00:00 , DOI: 10.1039/c7cs00875a
Achim Link 1, 2, 3 , Christof Sparr 1, 2, 3
Affiliation  

While aromatic hydrocarbons are ubiquitous in organic chemistry, they are typically not associated with chirality and stereoisomerism. Due to the planarity and symmetry of simple arenes, methods to assemble aromatic rings are not routinely considered for the stereoselective synthesis of chiral compounds. The aim of this tutorial review is to contrast this common perception with the counterintuitive circumstance that stereoselective arene formation offers a means to stereoselectively prepare an exceptional range of chiral aromatic structures. The versatility of these methods across various types of molecular scaffolds allows to control stereocentre configuration, helical chiral compounds, the configuration of rotationally restricted stereogenic axes, planar chiral molecules or curved polyaromatic systems. Furthermore, stereoselective arene formation holds great promise for the selective construction of extended but structurally well-defined chiral structures.

中文翻译:

立体选择性芳烃的形成

尽管芳族烃在有机化学中无处不在,但它们通常与手性和立体异构无关。由于简单的芳烃的平面性和对称性,组装手性化合物的立体选择性合成没有常规考虑组装芳香环的方法。本教程复习的目的是将这种普遍的看法与反直觉的情况进行对比,即立体选择性芳烃的形成提供了一种立体选择性地制备手性芳族结构范围的方法。这些方法在各种类型的分子支架上的多功能性可控制立体中心构型,螺旋手性化合物,旋转受限的立体异构轴的构型,平面手性分子或弯曲的多芳族体系。此外,
更新日期:2018-03-22
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