A highly efficient organocatalyst for direct aldol reactions of ketones with aldedydes
文献类型：期刊论文
| 作者 | Tang, Z; Yang, ZH; Chen, XH; Cun, LF; Mi, AQ; Jiang, YZ; Gong, LZ |
| 刊名 | Journal of the american chemical society
 |
| 出版日期 | 2005-06-29 |
| 卷号 | 127期号:25页码:9285-9289 |
| ISSN号 | 0002-7863 |
| DOI | 10.1021/ja0510156 |
| 通讯作者 | Gong, lz() |
| 英文摘要 | L-proline amides derived from various chiral p-amino alcohols that bear substituents with various electron natures at their stereogenic centers are prepared and evaluated for catalyzing the direct aldol reaction of 4-nitrobenzalclehyde with acetone. catalysts with strong electron-withdrawing groups are found to exhibit higher catalytic activity and enantioselectivity than their analogues with electron-donating groups. the presence of 2 mol % catalyst 4g significantly catalyzes the direct aldol reactions of a wide range of aldehydes with acetone and butanone, to give the beta-hydroxy ketones with very high enantioselectivities ranging from 96% to > 99% ee. high diastereoselectivity of 95/5 was observed for the anti aldol product from the reaction of cyclohexanone, and excellent enantioselectivity of 93% ee was provided for anti aldol product from the reaction of cyclopentanone. |
| WOS关键词 | CATALYTIC ASYMMETRIC ALDOL ; ENANTIOSELECTIVE ALDOL ; VERSATILE CATALYSTS ; ATOM ECONOMY ; PROLINE ; ACID ; ALDEHYDES ; MICHAEL ; DESIGN ; AMINOCATALYSIS |
| WOS研究方向 | Chemistry |
| WOS类目 | Chemistry, Multidisciplinary |
| 语种 | 英语 |
| WOS记录号 | WOS:000230010600074 |
| 出版者 | AMER CHEMICAL SOC |
| URI标识 | http://www.irgrid.ac.cn/handle/1471x/2377510 |
| 专题 | 中国科学院大学 |
| 通讯作者 | Gong, LZ |
| 作者单位 | 1.Chinese Acad Sci, Chengdu Inst Organ Chem, Key Lab Asymmetr Synth & Chirotechnol Sichuan Pro, Chengdu 610041, Peoples R China 2.Chinese Acad Sci, Grad Sch, Beijing, Peoples R China |
| 推荐引用方式 GB/T 7714 | Tang, Z,Yang, ZH,Chen, XH,et al. A highly efficient organocatalyst for direct aldol reactions of ketones with aldedydes[J]. Journal of the american chemical society,2005,127(25):9285-9289. |
| APA | Tang, Z.,Yang, ZH.,Chen, XH.,Cun, LF.,Mi, AQ.,...&Gong, LZ.(2005).A highly efficient organocatalyst for direct aldol reactions of ketones with aldedydes.Journal of the american chemical society,127(25),9285-9289. |
| MLA | Tang, Z,et al."A highly efficient organocatalyst for direct aldol reactions of ketones with aldedydes".Journal of the american chemical society 127.25(2005):9285-9289. |
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来源：中国科学院大学
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