Highly enantioselective aldol reaction of acetaldehyde and isatins only with 4-hydroxydiarylprolinol as catalyst: concise stereoselective synthesis of (r)-convolutamydines b and e, (-)-donaxaridine and (r)-chimonamidine
文献类型：期刊论文
| 作者 | Chen, Wen-Bing1,2; Du, Xi-Lin3; Cun, Lin-Feng1; Zhang, Xiao-Mei1; Yuan, Wei-Cheng1 |
| 刊名 | Tetrahedron
 |
| 出版日期 | 2010-02-13 |
| 卷号 | 66期号:7页码:1441-1446 |
| 关键词 | Organocatalysis Aldol reaction Acetaldehyde Asymmetric catalysis Isatins |
| ISSN号 | 0040-4020 |
| DOI | 10.1016/j.tet.2009.12.041 |
| 通讯作者 | Yuan, wei-cheng(yuanwc@cioc.ac.cn) |
| 英文摘要 | A highly enantioselective aldol reaction of acetaldehyde and a wide scope of isatins has been presented only using readily available 4-hydroxydiarylprolinol as catalyst, affording various desired 3-substituted 3-hydroxyindolin-2-one adducts with moderate to high yield (up to 95%) and good enantioselectivities (up to 98% ee). this method not only represents an example of concise stereoselective synthesis of enantiopure (r)-convolutamydines b and e, but also firstly exhibits expedient asymmetric synthesis optically active (-)-donaxaridine and (r)-chimonamidine. (c) 2009 elsevier ltd. all rights reserved. |
| WOS关键词 | BRYOZOAN AMATHIA-CONVOLUTA ; PROTEASOME INHIBITORS ; ASYMMETRIC ORGANOCATALYSIS ; MANNICH REACTIONS ; 2-STEP SYNTHESIS ; ALKALOIDS ; PROLINE ; ALDEHYDES ; ACETONE ; AMINOCATALYSIS |
| WOS研究方向 | Chemistry |
| WOS类目 | Chemistry, Organic |
| 语种 | 英语 |
| WOS记录号 | WOS:000274556100002 |
| 出版者 | PERGAMON-ELSEVIER SCIENCE LTD |
| URI标识 | http://www.irgrid.ac.cn/handle/1471x/2408263 |
| 专题 | 中国科学院大学 |
| 通讯作者 | Yuan, Wei-Cheng |
| 作者单位 | 1.Chinese Acad Sci, Key Lab Asymmetr Synth & Chirotechnol Sichuan Pro, Chengdu Inst Organ Chem, Chengdu 610041, Peoples R China 2.Chinese Acad Sci, Grad Sch, Beijing 100049, Peoples R China 3.Fourth Mil Med Univ, Tangdu Hosp, Dept Gen Surg, Xian 710038, Peoples R China |
| 推荐引用方式 GB/T 7714 | Chen, Wen-Bing,Du, Xi-Lin,Cun, Lin-Feng,et al. Highly enantioselective aldol reaction of acetaldehyde and isatins only with 4-hydroxydiarylprolinol as catalyst: concise stereoselective synthesis of (r)-convolutamydines b and e, (-)-donaxaridine and (r)-chimonamidine[J]. Tetrahedron,2010,66(7):1441-1446. |
| APA | Chen, Wen-Bing,Du, Xi-Lin,Cun, Lin-Feng,Zhang, Xiao-Mei,&Yuan, Wei-Cheng.(2010).Highly enantioselective aldol reaction of acetaldehyde and isatins only with 4-hydroxydiarylprolinol as catalyst: concise stereoselective synthesis of (r)-convolutamydines b and e, (-)-donaxaridine and (r)-chimonamidine.Tetrahedron,66(7),1441-1446. |
| MLA | Chen, Wen-Bing,et al."Highly enantioselective aldol reaction of acetaldehyde and isatins only with 4-hydroxydiarylprolinol as catalyst: concise stereoselective synthesis of (r)-convolutamydines b and e, (-)-donaxaridine and (r)-chimonamidine".Tetrahedron 66.7(2010):1441-1446. |
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