Advances in Enantioconvergent Transition-Metal-Catalyzed Cross-Coupling Reactions of Racemic α-Silyl and α-Boryl Reagents

Abstract

Enantioconvergent transition-metal-catalyzed cross-coupling reactions of racemic α-silyl and α-boryl reagents represent one of the key tools to afford highly enantioenriched α-chiral silanes and boranes. The approach traces back the use of α-silyl nucleophiles, employing palladium precatalysts. More recent work makes use of α-silyl and α-boryl electrophiles under nickel and copper catalysis. The limits of this field have been significantly extended by the design and development of numerous chiral ligands. In this short review, the progress made in this rapidly evolving field is summarized.

1 Introduction

2 α-Silyl Nucleophiles and Electrophiles

2.1 Palladium Catalysis

2.2 Nickel Catalysis

2.3 Copper Catalysis

3 α-Boryl Electrophiles

3.1 Nickel Catalysis

4 Summary and Outlook

Key words

asymmetric catalysis - boron - cross-coupling reactions - enantioconvergence - enantioselectivity - silicon

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