Catalytic Enantioselective Strecker Reaction of Ketoimines
- 18 April 2003
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 125 (19) , 5634-5635
- https://doi.org/10.1021/ja034980+
Abstract
A new method for the catalytic enantioselective Strecker reaction (cyanation) of N-diphenylphosphinoyl ketoimines is described. The asymmetric catalyst is a chiral gadolinium complex prepared from Gd(OiPr)3 and the d-glucose-derived ligand 3 in a 1:2 ratio. The reaction has a broad substrate generality, giving high enantioselectivity from aromatic, ethyl, primary alkyl, and α,β-unsaturated ketoimines. The products could be easily converted to disubstituted α-amino acids and their derivatives.Keywords
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