Journal of Molecular Catalysis A-Chemical, Vol.242, No.1-2, 113-118, 2005
Novel bis(oxazoline) ligands derived from camphoric acid for Cu-catalyzed asymmetric cyclopropanation
Novel bis(oxazoline) ligands derived from camphoric acid were prepared and applied to Cu-catalyzed asymmetric cyclopropanation of styrene or 1,1-diphenylethylene with diazoacetate. Good ee values (Lip to 81%) were obtained for 1,1-diphenylethylene; however, the enantioselectivities for styrene were poor. The chirality of the oxazolyl group dominated the configuration of the products. The rigid structure and the chiral centers in the camphor backbone of the ligands proved to be not helpful in increasing enantioselectivity. (c) 2005 Elsevier B.V. All rights reserved.