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Title: Pyrrolidine-based amino alcohols: novel ligands for the enantioselective alkylation of benzaldehyde
Authors: Gonsalves, António M. d'. A. Rocha 
Serra, M. Elisa S. 
Murtinho, Dina 
Silva, Vitor F. 
Beja, A. Matos 
Paixão, J. A. 
Silva, M. Ramos 
Veiga, L. Alte da 
Keywords: Enantioselective alkylation; [beta]-Amino alcohols; Diethylzinc; Pyrrolidinoalcohols; Benzaldehyde
Issue Date: 2003
Citation: Journal of Molecular Catalysis A: Chemical. 195:1-2 (2003) 1-9
Abstract: A series of easily obtained pyrrolidine-based [beta]-amino alcohols derived from tartaric acid and primary amines was synthesized and used as chiral ligands in the enantioselective alkylation of benzaldehyde. Using diethylzinc, 1-phenyl-1-propanol was obtained with enantiomeric excesses of up to 80% when (3S,4S)-N-(1-naphthylmethyl)-3,4-dihydroxypyrrolidine was used. The nature of the N-substituent on the ligand, as well as the reaction temperature proved to significantly influence reaction product distribution as well as the enantiomeric excess of the chiral alcohol.
Rights: openAccess
Appears in Collections:FCTUC Química - Artigos em Revistas Internacionais

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