Diastereoselective three-component Mannich reaction catalyzed by silica-supported ferric hydrogensulfate

被引:20
作者
Eshghi, Hossein [1 ]
Rahimizadeh, Mohammad [1 ]
Hosseini, Mohsen [1 ]
Javadian-Saraf, Aida [1 ]
机构
[1] Ferdowsi Univ Mashhad, Sch Sci, Dept Chem, Mashhad 917751436, Iran
来源
MONATSHEFTE FUR CHEMIE | 2013年 / 144卷 / 02期
关键词
Three-component; Diastereoselective anti-Mannich reaction; Silica-supported ferric hydrogensulfate; Iron heterogeneous catalysis; 3 COMPONENT SYNTHESIS; BETA-AMINO KETONES; ONE-POT; ANTI-MANNICH; ASYMMETRIC-SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; AROMATIC-ALDEHYDES; IONIC LIQUID; ACID; EFFICIENT;
D O I
10.1007/s00706-012-0800-y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly anti-diastereoselective three-component Mannich reaction of aromatic amines and aromatic aldehydes with cyclohexanone in the presence of silica-supported ferric hydrogensulfate has been developed. The best selectivity was obtained where there were electron-donating groups on both aldehyde and amine. Selectivity decreases when electron-withdrawing groups are present on the aldehyde; in these cases selectivity is improved if an electron-donating group is present on the amine.
引用
收藏
页码:197 / 203
页数:7
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