Journal
TETRAHEDRON LETTERS
Volume 45, Issue 15, Pages 3147-3151Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2004.02.082
Keywords
asymmetric catalysis; Strecker reaction; ketoimines; disubstituted amino acids; additive effect
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Significant improvement in enantioselectivity and catalyst activity was achieved for the catalytic enantio selective Strecker reaction. Using a catalyst (1-2.5 mol%) prepared from Gd((OPr)-Pr-i)(3) and D-glucose derived ligand 1, and in the presence of 2,6-dimethylphenol as an additive, high enantioselectivity was obtained from a wide range of ketoimines, including heteroaromatic and cyclic ketoimines. The new method was applied to an efficient catalytic asymmetric synthesis of sorbinil, a therapeutic agent for diabetic complications. (C) 2004 Elsevier Ltd. All rights reserved.
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