Asymmetric synthesis with N-heterocyclic carbenes. Application to the copper catalyzed conjugate addition

Alexakis, Alexandre; Winn, Caroline Louise; Guillen, Frédéric; Pytkowicz, Julien; Roland, Sylvain; Mangeney, Pierre

doi:10.1002/adsc.200390037

Scientific article

English

Asymmetric synthesis with N-heterocyclic carbenes. Application to the copper catalyzed conjugate addition

ContributorsAlexakis, Alexandre; Winn, Caroline Louise; Guillen, Frédéric; Pytkowicz, Julien; Roland, Sylvain; Mangeney, Pierre

Published inAdvanced synthesis & catalysis, vol. 345, no. 3, p. 345-348

Publication date2003

Abstract

Chiral N-heterocyclic carbenes are good ligands for the copper-catalyzed conjugate addition of dialkylzinc reagents to various Michael acceptors. With as little as 4% of chiral ligand, the enantioselectivity may reach 93% on cycloheptenone.

Keywords

Asymmetry
Conjugate addition
Copper
Dialkylzinc
N-heterocyclic carbenes
Michael acceptors

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

ALEXAKIS, Alexandre et al. Asymmetric synthesis with N-heterocyclic carbenes. Application to the copper catalyzed conjugate addition. In: Advanced synthesis & catalysis, 2003, vol. 345, n° 3, p. 345–348. doi: 10.1002/adsc.200390037

Article (Published version)

Identifiers

PID : unige:8214
DOI : 10.1002/adsc.200390037

Journal ISSN1615-4150

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Asymmetric synthesis with N-heterocyclic carbenes. Application to the copper catalyzed conjugate addition

Chiral N-heterocyclic carbenes are good ligands for the copper-catalyzed conjugate addition of dialkylzinc reagents to various Michael acceptors. With as little as 4% of chiral ligand, the enantioselectivity may reach 93% on cycloheptenone.

Technical informations