Solvent-Free Synthesis of Chiral Schiff-Base Ligands Based on Ferrocene under Microwave Irradiation and Application to Enantioselective Nitroaldol (Henry) Reaction
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.
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Zhejiang Univ Technol, Coll Chem Engn & Mat Sci, State Key Lab Breeding Base Green Chem Synth Tech, Hangzhou 310032, Zhejiang, Peoples R ChinaZhejiang Univ Technol, Coll Chem Engn & Mat Sci, State Key Lab Breeding Base Green Chem Synth Tech, Hangzhou 310032, Zhejiang, Peoples R China
Qiang, Gen-Rong
Shen, Tian-Hua
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Zhejiang Univ Technol, Coll Chem Engn & Mat Sci, State Key Lab Breeding Base Green Chem Synth Tech, Hangzhou 310032, Zhejiang, Peoples R ChinaZhejiang Univ Technol, Coll Chem Engn & Mat Sci, State Key Lab Breeding Base Green Chem Synth Tech, Hangzhou 310032, Zhejiang, Peoples R China
Shen, Tian-Hua
Zhou, Xiao-Cong
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Zhejiang Univ Technol, Coll Chem Engn & Mat Sci, State Key Lab Breeding Base Green Chem Synth Tech, Hangzhou 310032, Zhejiang, Peoples R ChinaZhejiang Univ Technol, Coll Chem Engn & Mat Sci, State Key Lab Breeding Base Green Chem Synth Tech, Hangzhou 310032, Zhejiang, Peoples R China
Zhou, Xiao-Cong
An, Xiao-Xia
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Zhejiang Univ Technol, Coll Chem Engn & Mat Sci, State Key Lab Breeding Base Green Chem Synth Tech, Hangzhou 310032, Zhejiang, Peoples R ChinaZhejiang Univ Technol, Coll Chem Engn & Mat Sci, State Key Lab Breeding Base Green Chem Synth Tech, Hangzhou 310032, Zhejiang, Peoples R China
An, Xiao-Xia
Song, Qing-Bao
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Zhejiang Univ Technol, Coll Chem Engn & Mat Sci, State Key Lab Breeding Base Green Chem Synth Tech, Hangzhou 310032, Zhejiang, Peoples R ChinaZhejiang Univ Technol, Coll Chem Engn & Mat Sci, State Key Lab Breeding Base Green Chem Synth Tech, Hangzhou 310032, Zhejiang, Peoples R China
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Univ Perugia, Dipartimento Chim, Lab Green Synthet Organ Chem, CEMIN, I-06100 Perugia, ItalyUniv Perugia, Dipartimento Chim, Lab Green Synthet Organ Chem, CEMIN, I-06100 Perugia, Italy
Angelini, Tommaso
Ballerini, Eleonora
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Univ Perugia, Dipartimento Chim, Lab Green Synthet Organ Chem, CEMIN, I-06100 Perugia, ItalyUniv Perugia, Dipartimento Chim, Lab Green Synthet Organ Chem, CEMIN, I-06100 Perugia, Italy
Ballerini, Eleonora
Bonollo, Simona
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Univ Perugia, Dipartimento Chim, Lab Green Synthet Organ Chem, CEMIN, I-06100 Perugia, ItalyUniv Perugia, Dipartimento Chim, Lab Green Synthet Organ Chem, CEMIN, I-06100 Perugia, Italy