Abstract
Modular sugar phosphite-oxazoline L1– L5a– c and phosphite-phosphoroamidite L6a– c ligand libraries were screened in the asymmetric Ni-catalyzed 1,2-addition reactions to aldehydes. Systematically varying the electronic and steric properties of the oxazoline and biaryl phosphite substituents and the functional groups attached to the basic sugar-backbone, we found a strong influence of the oxazoline and the functional groups of the sugar-backbone on the catalytic performance. Enantioselectivity (ee values up to 59%) was best with the catalysts precursor containing the phosphite-oxazoline ligand L3a, that contains a sterically hindered tert-butyl oxazoline group.
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