کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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67206 | 48471 | 2009 | 4 صفحه PDF | دانلود رایگان |
A series of α,α-disubstituted aziridinemethanols have been designed and synthesized as chiral auxiliaries for the enantioselective reduction of acetophenone. Some of them catalyzed the reduction with excellent ee (up to 97%) under more facile reaction conditions. Furthermore, the results showed that α,α-disubstituted aziridinemethanols with electron-withdrawing groups led to much higher enantioselectivity than those with electron-donating groups, which allowed the rational modification of catalyst structure to achieve optimal enantioselectivity.
Enantioselective reduction of acetophenone using α,α-disubstituted aziridinemethanols as catalysts proceeded with high ee values under more facile reaction conditions. Aziridinemethanols α,α-disubstituted with electron-withdrawing groups displayed much higher enantioselectivity than those α,α-disubstituted with electron-donating groups under the same conditions of solvent, temperature and the amount of catalyst, which allowed the rational modification of catalyst structure to achieve optimal enantioselectivity.Figure optionsDownload as PowerPoint slide
Journal: Journal of Molecular Catalysis A: Chemical - Volume 300, Issues 1–2, 2 March 2009, Pages 25–28