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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Univ Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, ItalyUniv Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, Italy
Bandini, Marco
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Cabiddu, Salvatore
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Univ Cagliari, Dipartimento Sci Chim, Cagliari, ItalyUniv Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, Italy
Cabiddu, Salvatore
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Cadoni, Enzo
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Univ Cagliari, Dipartimento Sci Chim, Cagliari, ItalyUniv Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, Italy
Cadoni, Enzo
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Olivelli, Pasquale
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Univ Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, ItalyUniv Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, Italy
Olivelli, Pasquale
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Sinisi, Riccardo
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Univ Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, ItalyUniv Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, Italy
Sinisi, Riccardo
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Umani-Ronchi, Achille
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Univ Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, ItalyUniv Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, Italy
Umani-Ronchi, Achille
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Usai, Michele
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Univ Cagliari, Dipartimento Sci Chim, Cagliari, ItalyUniv Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, Italy
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Univ Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, ItalyUniv Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, Italy
Bandini, Marco
;
Cabiddu, Salvatore
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Univ Cagliari, Dipartimento Sci Chim, Cagliari, ItalyUniv Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, Italy
Cabiddu, Salvatore
;
Cadoni, Enzo
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Univ Cagliari, Dipartimento Sci Chim, Cagliari, ItalyUniv Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, Italy
Cadoni, Enzo
;
Olivelli, Pasquale
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Univ Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, ItalyUniv Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, Italy
Olivelli, Pasquale
;
Sinisi, Riccardo
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Univ Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, ItalyUniv Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, Italy
Sinisi, Riccardo
;
Umani-Ronchi, Achille
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h-index: 0
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Univ Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, ItalyUniv Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, Italy
Umani-Ronchi, Achille
;
Usai, Michele
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h-index: 0
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Univ Cagliari, Dipartimento Sci Chim, Cagliari, ItalyUniv Bologna, Dipartimento Chim G Ciamician, Alma Mater Studiorum, I-40126 Bologna, Italy