Copper-catalysed alkylation of heterocyclic acceptors with organometallic reagents

Yafei Guo; Syuzanna R Harutyunyan

doi:10.3762/bjoc.16.90

Copper-catalysed alkylation of heterocyclic acceptors with organometallic reagents

Beilstein J Org Chem. 2020 May 14:16:1006-1021. doi: 10.3762/bjoc.16.90. eCollection 2020.

Authors

Yafei Guo¹, Syuzanna R Harutyunyan¹

Affiliation

¹ Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG, Groningen, The Netherlands.

Abstract

Copper-catalysed asymmetric C-C bond-forming reactions using organometallic reagents have developed into a powerful tool for the synthesis of complex molecules with single or multiple stereogenic centres over the past decades. Among the various acceptors employed in such reactions, those with a heterocyclic core are of particular importance because of the frequent occurrence of heterocyclic scaffolds in the structures of chiral natural products and bioactive molecules. Hence, this review focuses on the progress made over the past 20 years for heterocyclic acceptors.

Keywords: conjugate addition; copper catalysis; heterocyclic Michael acceptor; organometallics.

Publication types

Review

Grants and funding

Financial support was received from the European Research Council (ERC Consolidator to S. R. H.; Grant No. 773264, LACOPAROM), the China Scholarship Council (CSC, to Y. G.), and the Netherlands Organisation for Scientific Research (NWO, Vici grant 491 724.017.003).