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

• Published in: Journal of organometallic chemistry Vol. 690; no. 24; pp. 5672 - 5695
• Main Authors: Winn, Caroline L., Guillen, Frédéric, Pytkowicz, Julien, Roland, Sylvain, Mangeney, Pierre, Alexakis, Alexandre
• Format: Journal Article
• Language: English
• Published: LAUSANNE Elsevier B.V 01.12.2005; Elsevier
• Subjects: Chemical Sciences; Chemistry; Chemistry, Inorganic & Nuclear; Chemistry, Organic; Chiral N-heterocyclic carbenes; Conjugate addition; Copper catalysed; Enantioselective; Imidazolinium salts; Organic chemistry; Physical Sciences; Science & Technology; Silver(I); Silver(I); Copper catalysed; Imidazolinium salts; Chiral N-heterocyclic carbenes; Conjugate addition; Enantioselective; silver(I); chiral N-heterocyclic carbenes; ENANTIOMERIC EXCESS; imidazolinium. salts; COMPLEXES; conjugate addition; ACCELERATION; CROSS-COUPLING REACTIONS; LIGANDS; copper catalysed; FACILE; TADDOLS; ARYL CHLORIDES; enantioselective; imidazolinium salts

Chiral N-heterocyclic carbenes have been shown to be excellent ligands for the copper catalysed conjugate addition of dialkyl zinc reagents to various Michael acceptors. Up to 93% enantiomeric excess has been achieved for the addition of diethyl zinc to cycloheptenone using as little as 4 mol% of ca...