Synthesis of Chiral 2-Aroyl-l-tetralols: Asymmetric Transfer Hydrgenation of 2-Aroyl-l-tetralones via Dynamic Kinetic Resolution  

Synthesis of Chiral 2-Aroyl-l-tetralols: Asymmetric Transfer Hydrgenation of 2-Aroyl-l-tetralones via Dynamic Kinetic Resolution

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作  者:吴云 耿志聪 白进进 张雅文 

机构地区:[1]Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, Jiangsu 215123, China

出  处:《Chinese Journal of Chemistry》2011年第7期1467-1472,共6页中国化学(英文版)

摘  要:The dynamic kinetic resolution of 2-aroyl-l-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, 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 con- firmed by X-ray crystal structure analysis.The dynamic kinetic resolution of 2-aroyl-l-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, 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 con- firmed by X-ray crystal structure analysis.

关 键 词:dynamic kinetic resolution asymmetric transfer hydrogenation 2-aroyl-1-tetralones ENANTIOSELECTIVITY CHIRAL 

分 类 号:O621.34[理学—有机化学] O623.543[理学—化学]

 

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