Novel Substrates and Nucleophiles in Asymmetric Copper-Catalyzed Conjugate Addition Reactions

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Abstract

Tremendous progress in copper-catalyzed enantioselective conjugate addition has been seen since the first example of copper(I)-catalyzed conjugate addition of Grignard reagents to α,β-unsaturated carbonyl compounds was reported in 1941. This chapter summarizes recent progress and discoveries in copper(I)-catalyzed asymmetric conjugate addition of organometallics to novel electrophilic substrates, including α-substituted α,β-unsaturated carbonyl compounds and alkenyl-heteroarenes. The possibility of the challenging formation of contiguous stereocenters by sequential asymmetric addition/Mg enolate trapping and the addition of nucleophiles to rarely considered Michael acceptors such as alkenyl-heteroarenes is discussed in detail in this chapter.

Original languageEnglish
Title of host publicationNon-Noble Metal Catalysis
Subtitle of host publicationMolecular Approaches and Reactions
EditorsRobertus J. M. Klein Gebbink, Marc-Etienne Moret
PublisherWiley
Chapter8
Pages191-208
Number of pages18
Edition1
ISBN (Electronic)9783527699087
ISBN (Print)9783527340613
DOIs
Publication statusPublished - 4-Feb-2019

Keywords

  • copper catalysis
  • Grignard reagents
  • alkenyl-heteroarenes
  • Michael acceptors

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