Enantioselective addition of aldehydes to amines via combined catalytic biomimetic oxidation and organocatalytic C-C bond formation

被引:42
作者
Ibrahem, I [1 ]
Samec, JSM [1 ]
Bäckvall, JE [1 ]
Córdova, A [1 ]
机构
[1] Stockholm Univ, Dept Organ Chem, Arrhenius Lab, SE-10691 Stockholm, Sweden
关键词
biomimetic oxidation; catalysis; asymmetric synthesis; ruthenium; proline;
D O I
10.1016/j.tetlet.2005.04.047
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The biomimetic catalytic enantioselective addition of aldehydes to amines is reported. This was accomplished by combining biomimetic coupled catalytic aerobic oxidation of amines involving ruthenium-induced dehydrogenation and organocatalytic asymmetric Mannich reactions. The novel one-pot reactions furnished beta-amino aldehyde and alpha-amino acid derivatives in high yields with excellent chemoselectivity and up to > 99% ee. (c) 2005 Elsevier Ltd. All rights reserved.
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页码:3965 / 3968
页数:4
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