Screening of chiral ferrocenyl amino alcohols as ligands for ruthenium-catalysed transfer hydrogenation of ketones

A variety of ferrocenyl amino alcohols possessing central chirality have been screened as ligands for ruthenium(II)-catalysed transfer hydrogenation of acetophenone using 2-propanol in the presence of KOH as the hydrogen source. Enantiomerically enriched 1-phenylethanol was obtained in high yield an...

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Published in:Tetrahedron: asymmetry 2003-03, Vol.14 (5), p.597-602
Main Authors: Patti, Angela, Pedotti, Sonia
Format: Article
Language:English
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Summary:A variety of ferrocenyl amino alcohols possessing central chirality have been screened as ligands for ruthenium(II)-catalysed transfer hydrogenation of acetophenone using 2-propanol in the presence of KOH as the hydrogen source. Enantiomerically enriched 1-phenylethanol was obtained in high yield and 70% e.e. using ligand 9. This ligand was employed in the asymmetric reduction of different arylalkyl ketones and the corresponding alcohols were obtained in up to 80% e.e. A comparison of the catalytic properties of ferrocenyl amino alcohols and their phenyl analogues is discussed briefly. Ferrocenyl amino alcohol–Ru(II) complexes catalyse transfer hydrogenation of acetophenone and other arylalkyl ketones giving the corresponding alcohols with up to 80% e.e.
ISSN:0957-4166
1362-511X
DOI:10.1016/S0957-4166(02)00835-2