Dual catalyst control in the chiral diamine-dipeptide-catalyzed asymmetric Michael addition

被引:70
作者
Tsogoeva, SB [1 ]
Jagtap, SB [1 ]
机构
[1] Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
关键词
asymmetric organocatalysis; peptides; Michael additions; amines;
D O I
10.1055/s-2004-834830
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
By example of conjugate addition of 2-nitropropane to 2-cyclohexen-1-one, it is shown that the combination of H-Leu-His-OH and (1R,2R)-(+)-1,2-diphenylethylenediamine as co-catalysts in a suitable ratio can lead to a new catalytic system for the C-C bond formation reactions. Although neither co-catalyst is Sufficiently effective independently in terms of yield or enantioselectivity, their combination results in a drastic increase in yields (up to 86%) and absolute selectivities (up to 91% ee).
引用
收藏
页码:2624 / 2626
页数:3
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