Catalytic imine-imine cross-coupling reactions

被引:48
|
作者
Matsumoto, Masatoshi [1 ]
Harada, Masashi [1 ]
Yamashita, Yasuhiro [1 ]
Kobayashi, Shu [1 ]
机构
[1] Univ Tokyo, Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
基金
日本学术振兴会;
关键词
POTENTIAL CHIRAL SUPERBASES; LOW-VALENT TITANIUM; CHLORIDE-INDUCED CYCLIZATION; IN-SITU GENERATION; MODIFIED GUANIDINES; AROMATIC-ALDEHYDES; VICINAL DIAMINES; GLYCINE ESTERS; DERIVATIVES; ALDIMINES;
D O I
10.1039/c4cc06156j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report here efficient catalytic imine-imine cross-coupling reactions based on an umpolung strategy; an imine bearing a 9-fluorenyl moiety on its nitrogen atom, which acted as a nucleophile, reacted with another imine to afford an imine-imine cross-coupling adduct in high yield. Furthermore, a chiral guanidine acted as a chiral catalyst for these coupling reactions, and optically active 1,2-diamines were obtained in high yields with high enantioselectivities.
引用
收藏
页码:13041 / 13044
页数:4
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