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Enantioselective Intermolecular Murai-Type Alkene Hydroarylation Reactions

John F. Bower, Timothy P. Aldhous, Raymond W. M. Chung, Andrew G. Dalling

2021Synthesis36 citationsDOI

Abstract

Abstract Strategies that enable the efficient assembly of complex building blocks from feedstock chemicals are of paramount importance to synthetic chemistry. Building upon the pioneering work of Murai and co-workers in 1993, C–H-activation-based enantioselective hydroarylations of alkenes offer a particularly promising framework for the step- and atom-economical installation of benzylic stereocenters. This short review presents recent intermolecular enantioselective Murai-type alkene hydroarylation methodologies and the mechanisms by which they proceed. 1 Introduction 2 Enantioselective Hydroarylation Reactions of Strained Bicyclic Alkenes 3 Enantioselective Hydroarylation Reactions of Electron-Rich Acyclic Alkenes 4 Enantioselective Hydroarylation Reactions of Electron-Poor Acyclic Alkenes 5 Enantioselective Hydroarylation Reactions of Minimally Polarized Acyclic Alkenes 6 Conclusion and Outlook

Topics & Concepts

Enantioselective synthesisStereocenterChemistryAlkeneIntermolecular forceCombinatorial chemistryStereochemistryOrganic chemistryCatalysisMoleculeCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisCatalytic Cross-Coupling Reactions
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