A. Gonsalves, M. Serra, D. Murtinho
Mar 18, 2003
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0
Influential Citations
28
Citations
Journal
Journal of Molecular Catalysis A-chemical
Abstract
A series of easily obtained pyrrolidine-based -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. © 2002 Elsevier Science B.V. All rights reserved.