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Scientific article
English

Enantioselective copper catalysed 1,4-conjugate addition reactions using chiral N-heterocyclic carbenes

Published inJournal of organometallic chemistry, vol. 690, no. 24-25, p. 5672-5695
Publication date2005
Abstract

The preparation of a variety of chiral N-heterocyclic carbene (NHC) precursors is described. The relative merits of imidazolinium salts and silver carbenes as NHC precursors are discussed with respect to their synthesis, stability and performance in the copper catalysed conjugate addition of dialkyl zinc reagents to a variety of Michael acceptors. Enantioselectivities of up to 93% were achieved using as little as 4% of chiral ligand.

Keywords
  • Imidazolinium salts
  • Silver(I)
  • Chiral N-heterocyclic carbenes
  • Enantioselective
  • Copper catalysed
  • Conjugate addition
Citation (ISO format)
WINN, Caroline Louise et al. Enantioselective copper catalysed 1,4-conjugate addition reactions using chiral N-heterocyclic carbenes. In: Journal of organometallic chemistry, 2005, vol. 690, n° 24-25, p. 5672–5695. doi: 10.1016/j.jorganchem.2005.07.024
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ISSN of the journal0022-328X
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