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Atroposelective Construction of Tetrasubstituted Axially Chiral Alkene Frameworks

Ying He, Jiayu Zou, Wan-Yi Xu, Jie Wang, Qi Liu

2023Synthesis24 citationsDOI

Abstract

Abstract The construction of axially chiral alkene frameworks is currently one of hottest topics in the field of organic synthetic chemistry. Compared to traditional axially chiral molecules, such as biaryls, heterobiaryls, and anilides, the synthesis of axially chiral alkenes is far more challenging, especially for acyclic tetrasubstituted alkene analogues. In this review, we summarized the development of strategies for the synthesis of tetrasubstituted axially chiral alkene analogues, including asymmetric difunctionalization, C–H functionalization, cross-coupling, (dynamic) kinetic resolution, and asymmetric allylic substitution-isomerization. 1 Introduction 2 Synthesis of Cyclic Tetrasubstituted Axially Chiral Alkenes 3 Synthesis of Acyclic Tetrasubstituted Axially Chiral Alkenes 4 Summary and Outlook

Topics & Concepts

AlkeneChemistryAxial symmetryEnantioselective synthesisKinetic resolutionIsomerizationAllylic rearrangementCombinatorial chemistryComputational chemistryOrganic chemistryCatalysisPhysicsQuantum mechanicsAxial and Atropisomeric Chirality SynthesisAlgebraic structures and combinatorial models
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