A step-wise reduction of nonracemic alpha-ketoamides to alpha-methine amides under mild conditions | |
Lou, YZ; Cao, P; Cao, P (reprint author), Chinese Acad Sci, Chengdu Inst Biol, Chengdu 610041, Peoples R China.; Wang, B; Wang, M; Jia, T; Liao, J | |
刊名 | TETRAHEDRON
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2016 | |
卷号 | 72期号:16页码:2042-2047 |
关键词 | A-ketoamides Reduction Nonracemic Enantiomeric Specificity |
DOI | 10.1016/j.tet.2016.03.001 |
产权排序 | 1 |
文献子类 | Article |
英文摘要 | A step-wise reductive method that converts nonracemic gamma-chiral alpha-ketoamides into amide derivatives was developed under mild conditions. The method involves a highly efficient three-step transformation including NaBH4-reduction, bromination and Pd/C hydrogenation reactions. As a consequence, a variety of nonracemic gamma-diaryl amides products were obtained in high overall yields with excellent enantiomeric specificity. The utility of the method is demonstrated through the concise formal synthesis of (+)-sertraline in good overall yield. (C) 2016 Elsevier Ltd. All rights reserved. |
学科主题 | Chemistry |
语种 | 英语 |
资助机构 | National Natural Science Foundation of China [21402186, 21572218] ; National Natural Science Foundation of China [21402186, 21572218] ; Western-Light Foundation of CAS ; Western-Light Foundation of CAS ; National Natural Science Foundation of China [21402186, 21572218] ; National Natural Science Foundation of China [21402186, 21572218] ; Western-Light Foundation of CAS ; Western-Light Foundation of CAS |
内容类型 | 期刊论文 |
源URL | [http://210.75.237.14/handle/351003/28199] ![]() |
专题 | 成都生物研究所_天然产物研究 |
通讯作者 | Cao, P (reprint author), Chinese Acad Sci, Chengdu Inst Biol, Chengdu 610041, Peoples R China. |
推荐引用方式 GB/T 7714 | Lou, YZ,Cao, P,Cao, P ,et al. A step-wise reduction of nonracemic alpha-ketoamides to alpha-methine amides under mild conditions[J]. TETRAHEDRON,2016,72(16):2042-2047. |
APA | Lou, YZ.,Cao, P.,Cao, P .,Wang, B.,Wang, M.,...&Liao, J.(2016).A step-wise reduction of nonracemic alpha-ketoamides to alpha-methine amides under mild conditions.TETRAHEDRON,72(16),2042-2047. |
MLA | Lou, YZ,et al."A step-wise reduction of nonracemic alpha-ketoamides to alpha-methine amides under mild conditions".TETRAHEDRON 72.16(2016):2042-2047. |
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