Borane‐mediated asymmetric reduction of acetophenone by enantiopure aminonaphthols and aminoalcohols as catalytic source |
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Authors: | Cristina Cimarelli Davide Fratoni Gianni Palmieri |
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Affiliation: | Department of Chemical Sciences, University of Camerino, Camerino, Italy |
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Abstract: | Practical, cheap, and stereoselective synthetic methods were applied to the preparation of novel 1‐(aminoalkyl)naphthol and γ‐aminoalcohol tridentate ligands. The ligands obtained were conveniently applied with good results as catalytic sources in the borane‐mediated enantioselective reduction of acetophenone with borane dimethylsulfide. Conformational analysis through molecular modeling allows the rationalization of observed stereochemical outcomes. Chirality 2010. © 2009 Wiley‐Liss, Inc. |
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Keywords: | asymmetric catalysis borane ketones secondary alchohols aminonaphthols aminoalcohols |
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