Multicomponent Synthesis of Chiral Bidentate Unsymmetrical Unsaturated N-Heterocyclic Carbenes: Copper-Catalyzed Asymmetric C Bond Formation - Archive ouverte HAL Access content directly
Journal Articles Chemistry - A European Journal Year : 2015

Multicomponent Synthesis of Chiral Bidentate Unsymmetrical Unsaturated N-Heterocyclic Carbenes: Copper-Catalyzed Asymmetric C Bond Formation

Abstract

A multicomponent strategy was applied to the synthesis of chiral bidentate unsaturated hydroxyalkyl- and carboxyalkyl-N-heterocyclic carbene (NHC) precursors. The newly developed low-cost chiral ligands derived from amino alcohols and amino acids were evaluated in copper-catalyzed asymmetric conjugated addition and asymmetric allylic alkylation, which afforded the desired tertiary and quaternary carbon stereocenters with excellent regio- and enantioselectivities (up to 99:1 e.r.).

Dates and versions

hal-01114852 , version 1 (10-02-2015)

Identifiers

Cite

Claire Jahier-Diallo, Marie S T Morin, Pierre Queval, Mathieu Rouen, Isabelle Artur, et al.. Multicomponent Synthesis of Chiral Bidentate Unsymmetrical Unsaturated N-Heterocyclic Carbenes: Copper-Catalyzed Asymmetric C Bond Formation. Chemistry - A European Journal, 2015, 21 (3), pp.993-7. ⟨10.1002/chem.201405765⟩. ⟨hal-01114852⟩
81 View
0 Download

Altmetric

Share

Gmail Facebook Twitter LinkedIn More