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手性噁唑硼烷催化的烷基(4-二烷基氨基)苯基酮的不对称硼烷还原
引用本文:许家喜,蓝宇,魏铁铮,张奇涵. 手性噁唑硼烷催化的烷基(4-二烷基氨基)苯基酮的不对称硼烷还原[J]. 中国化学, 2005, 23(10): 1457-1461. DOI: 10.1002/cjoc.200591457
作者姓名:许家喜  蓝宇  魏铁铮  张奇涵
作者单位:[1]Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education of China, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China
基金项目:Project supported partly by the National Natural Science Foundation of China (Nos. 20272002 and 20472005) and the Excellent Young Teacher Program and the Scientific Research Foundation for the Returned 0versea Chinese Scholars of Ministry of Education of China.
摘    要:在手性硼杂噁唑烷催化下,用硼烷不对称还原了一系列烷基4-二烷基氨基苯基酮,结果表明由于存在催化剂和硼烷中的硼原子与氮原子的强络合作用,在该不对称还原中,该类酮比相应的烷基4-烷基、4-烷氧基、4-烷硫基酮表现出了较明显的取代基对对映选择性的影响。

关 键 词:硼烷 手性化合物 催化反应 结构表征 晶体结构
收稿时间:2005-02-05
修稿时间:2005-02-052005-06-16

Chiral Oxazaborolidine-catalyzed Asymmetric Borane Reduction of Alkyl 4-Dialkylaminophenyl Ketones
Xu GuXi;Lan Yu;Wei TieZheng;Zhang JiHan. Chiral Oxazaborolidine-catalyzed Asymmetric Borane Reduction of Alkyl 4-Dialkylaminophenyl Ketones[J]. Chinese Journal of Chemistry, 2005, 23(10): 1457-1461. DOI: 10.1002/cjoc.200591457
Authors:Xu GuXi  Lan Yu  Wei TieZheng  Zhang JiHan
Abstract:A series of alkyl 4-dialkylaminophenyl ketones were prepared and reduced asymmetrically by borane under the chiral oxazaborolidine catalysis. The results indicate that the ketones show a more obvious subsfituent effect on the enanfioselectivity than the corresponding 4-alkyl/alkoxy/alkylthiophenyl ketones in the asymmetric reduction because of the existence of a strong coordinate nitrogen atom with the boron atom in the catalyst and borane.
Keywords:asymmetric catalysis   borane   enantioselective synthesis   ketone   oxazaborolidine   substituent effect
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