Catalytic enantioselective Strecker reaction of ketoimines

被引:227
作者
Masumoto, S
Usuda, H
Suzuki, M
Kanai, M
Shibasaki, M [1 ]
机构
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Tokyo 1130033, Japan
[2] Japan Sci & Technol Agcy, CREST, Tokyo, Japan
关键词
D O I
10.1021/ja034980+
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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. Copyright © 2003 American Chemical Society.
引用
收藏
页码:5634 / 5635
页数:2
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