Practical asymmetric henry reaction catalyzed by a chiral Diamine-Cu(OAc)2 complex

被引:180
|
作者
Arai, Takayoshi [1 ]
Watanabe, Masahiko [1 ]
Yanagisawa, Akira [1 ]
机构
[1] Chiba Univ, Grad Sch Sci, Dept Chem, Inage 2638522, Japan
关键词
D O I
10.1021/ol7014362
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The chiral diamine ligand 3 was designed and synthesized from (R,R)-1,2-diphenylethylenediamine, (S)-2,2'-dibromomethyl-1,1'-binaphthalene, and o-xylylene dibromide. The resulting 3-Cu(OAc)(2) complex was a highly efficient catalyst for the Henry reaction, giving the various nitroaldols with over 90% ee (up to > 99%). The reaction was performed in n-propyl alcohol at room temperature, and the Henry adducts were produced in high yield with excellent enantiomeric excess; these attributes are desirable in a catalyst for practical use.
引用
收藏
页码:3595 / 3597
页数:3
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