Synthesis of Chiral 2-Aroyl-1-tetralols: Asymmetric Transfer Hydrgenation of 2-Aroyl-1-tetralones via Dynamic Kinetic Resolution
The dynamic kinetic resolution of 2‐aroyl‐1‐tetralones was achieved via asymmetric transfer hydrogenation using (S,S)‐RuCl(p‐cymene)TsDPEN (TsDPEN=N‐(tosyl)‐1,2‐diphenylethylenediamine) in formic acid/triethyl‐ amine (5:2, molar ratio), afforded the desired products in good yields (up to 85%) with d...
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Veröffentlicht in: | Chinese journal of chemistry 2011-07, Vol.29 (7), p.1467-1472 |
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Sprache: | eng |
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Zusammenfassung: | The dynamic kinetic resolution of 2‐aroyl‐1‐tetralones was achieved via asymmetric transfer hydrogenation using (S,S)‐RuCl(p‐cymene)TsDPEN (TsDPEN=N‐(tosyl)‐1,2‐diphenylethylenediamine) in formic acid/triethyl‐ amine (5:2, molar ratio), afforded the desired products in good yields (up to 85%) with diastereomeric ratio up to >99:1 and high enantiomeric excesses (up to >99%). The absolute configuration of major the product was confirmed by X‐ray crystal structure analysis.
The dynamic kinetic resolution of 2‐aroyl‐1‐tetralones was achieved via asymmetric transfer hydrogenation using (S,S)‐RuCl(p‐cymene)TsDPEN (TsDPEN=N‐(tosyl)‐ 1,2‐diphenylethylenediamine) in formic acid/triethylamine (5:2), affording the desired products in good yields (up to 85%) with diastereomeric ratio up to >99:1 and high enantiomeric excesses (up to >99%). The absolute configuration of major product was confirmed by X‐ray crystal structure analysis. |
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ISSN: | 1001-604X 1614-7065 |
DOI: | 10.1002/cjoc.201180267 |