Solvent-Free Synthesis of Chiral Schiff-Base Ligands Based on Ferrocene under Microwave Irradiation and Application to Enantioselective Nitroaldol (Henry) Reaction

被引:6
作者
Ozturk, Gulsen [1 ]
Colak, Mehmet [1 ]
Demirel, Nadir [2 ]
机构
[1] Dicle Univ, Dept Chem, TR-21280 Diyarbakir, Turkey
[2] Ahi Evran Univ, Dept Chem, Kirsehir, Turkey
关键词
ferrocene; microwave irradiation; chiral Schiff-bases; nitro aldol reaction; Henry reaction; ASYMMETRIC CATALYSIS; EFFICIENT; ALCOHOLS;
D O I
10.1002/chir.20934
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Chiral Schiff-bases 3a-f based on ferrocene were designed and synthesized using solvent-free methods by mixing ferrocene carbaldehyde 1 with amino alcohols and amines 2a-f under microwave irradiation and classical method for the enantioselective nitroaldol (Henry) reaction. The Schiff-bases were obtained in shorter reaction times and improved yield under microwave irradiation method over classical method. The highest enantioselectivity was observed in ligand 3e (95% ee) when CH2Cl2 was used as solvent. Chirality 23: 374-378, 2011. (c) 2011 Wiley-Liss, Inc.
引用
收藏
页码:374 / 378
页数:5
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