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Asymmetric Hydrogenation of α,β-Unsaturated Carboxylic Esters with Chiral Iridium N,P Ligand Complexes
Journal
Chemistry - A European Journal
Volume
18
Number
43
Pages / Article-Number
13780-13786
Keywords
asymmetric catalysis, hydrogenation, iridium, N, P ligands, unsaturated esters
Abstract
Enantioselective conjugate reduction of a wide range of α,β-unsaturated carboxylic esters was achieved using chiral Ir N,P complexes as hydrogenation catalysts. Depending on the substitution pattern of the substrate, different ligands perform best. α,β-Unsaturated carboxylic esters substituted at the α position are less problematic substrates than originally anticipated and in some cases α-substituted substrates actually reacted with higher enantioselectivity than their β-substituted analogues. The resulting saturated esters with a stereogenic center in the α or β position were obtained in high enantiomeric purity.