Recent Advances in Catalytic Asymmetric Construction of Atropisomers

Atropisomerism is a stereochemical behavior portrayed by three-dimensional molecules that bear rotationally restricted σ bond. Akin to the well-represented point-chiral molecules, atropisomerically chiral compounds are finding increasing utilities in many disciplines where molecular asymmetry is inf...

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Veröffentlicht in:Chemical reviews 2021-04, Vol.121 (8), p.4805-4902
Hauptverfasser: Cheng, Jun Kee, Xiang, Shao-Hua, Li, Shaoyu, Ye, Liu, Tan, Bin
Format: Artikel
Sprache:eng
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Zusammenfassung:Atropisomerism is a stereochemical behavior portrayed by three-dimensional molecules that bear rotationally restricted σ bond. Akin to the well-represented point-chiral molecules, atropisomerically chiral compounds are finding increasing utilities in many disciplines where molecular asymmetry is influential. This provides steady demand on atroposelective synthesis, where numerous synthetic pursuits have been rewarded with conceptually novel and streamlined methods while expanding the structural diversity of atropisomers. This review summarizes key achievements in stereoselective preparation of biaryl, heterobiaryl, and nonbiaryl atropisomers documented between 2015 and 2020. Emphasis is placed on the synthetic strategies for each structural class, while examples are cited to illustrate the potential applications of the accessed atropochiral targets.
ISSN:0009-2665
1520-6890
1520-6890
DOI:10.1021/acs.chemrev.0c01306