1015433-69-8Relevant articles and documents
Synthesis of amidoalkyl imidazol-2-ylidene ligands and their application to enantioselective copper-catalysed conjugate addition
Moore, Theo,Merzouk, Mahboub,Williams, Neil
, p. 21 - 24 (2008/09/21)
A small library of precursors to chiral amidoalkyl imidazol-2-ylidene ligand was synthesised via a two-step procedure starting from commercially available amino alcohols. Preliminary screening of these bidentate ligands for the enantioselective copper-catalysed conjugate addition of diethyl zinc to cyclohexenone revealed some moderate ee values. Related chiral iminoalkyl imidazole-2-ylidene ligands demonstrated much poorer enantioselectivity. The results indicate that chelation involving a covalent copper-nitrogen bond gives better selectivity than that arising from a dative copper-nitrogen co-ordination. Georg Thieme Verlag Stuttgart.