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Thieme Gruppe, Synthesis: Journal of Synthetic Organic Chemistry, 24(53), p. 4559-4566, 2021

DOI: 10.1055/a-1560-5245

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Transition-Metal-Catalyzed Enantioselective α-Arylation of Carbonyl Compounds to Give Tertiary Stereocenters

Journal article published in 2021 by Manuel Orlandi ORCID, Margarita Escudero-Casao ORCID, Giulia Licini ORCID
Distributing this paper is prohibited by the publisher
Distributing this paper is prohibited by the publisher

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Abstract

AbstractEnantioenriched α-aryl carbonyl compounds are ubiquitous in natural products and biologically active compounds. Their synthesis has been explored over the last few decades and several methods now exist that allow for the enantioselective formation of a C(sp3)-C(sp2) bond in the α-position to a carbonyl group. However, although the formation of quaternary stereocenters has been fairly well established, the enantioselective formation of tertiary stereocenters proved more challenging due to facile product post-reaction racemization. In this short review, we summarize the methods reported to date for the asymmetric α-arylation of enolates and analogues that rely on transition-metal catalysis.1 Introduction2 Nucleophile Pre-activation3 Activation via Aminocatalysis4 Formation of Constrained Stereocenters5 Concluding Remarks