Facile Synthesis of Chiral Spirooxindole-Based Isotetronic Acids and 5-1H-Pyrrol-2-ones through Cascade Reactions with Bifunctional Organocatalysts
文献类型：期刊论文
| 作者 | Guo, Wengang; Wang, Xu; Zhang, Boyu; Shen, Shuai; Zhou, Xin; Wang, Peng; Liu, Yan; Li, Can |
| 刊名 | chemistry-a european journal
 |
| 出版日期 | 2014-07-07 |
| 卷号 | 20期号:28页码:8545-8550 |
| 关键词 | pyrrol-2-ones cascade reactions isatins isotetronic acids organocatalysis |
| 英文摘要 | unprecedented organocatalyzed asymmetric cascade reactions have been developed for the facile synthesis of chiral spirooxindole-based isotetronic acids and 5-1h-pyrrol-2-ones. the asymmetric 1,2-addition reactions of alpha-ketoesters to isatins and imines by using an acid-base bifunctional 6'-oh cinchona alkaloid catalyst, followed by cyclization and enolization of the resulting adducts, gave chiral spiroisotetronic acids and 5-1h-pyrrol-2-ones, respectively, in excellent optical purities (up to 98% ee). ft-ir analysis supported the existence of hydrogen-bonding interaction between the 6'-oh group of the cinchona catalyst and an isatin carbonyl group, an interaction that might be crucial for catalyst activity and stereocontrol. |
| WOS标题词 | science & technology ; physical sciences |
| 类目[WOS] | chemistry, multidisciplinary |
| 研究领域[WOS] | chemistry |
| 关键词[WOS] | asymmetric aldol reactions ; protein-protein interaction ; yeast malassezia-furfur ; mannich-type reactions ; enantioselective synthesis ; terminal alkynoates ; conjugate addition ; derivatives ; isatins ; inhibitors |
| 收录类别 | SCI ; IC ; CCR |
| 语种 | 英语 |
| WOS记录号 | WOS:000338768900005 |
| 公开日期 | 2016-05-09 |
| 源URL | [http://cas-ir.dicp.ac.cn/handle/321008/145695]  |
| 专题 | 大连化学物理研究所_中国科学院大连化学物理研究所 |
| 作者单位 | Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China |
| 推荐引用方式 GB/T 7714 | Guo, Wengang,Wang, Xu,Zhang, Boyu,et al. Facile Synthesis of Chiral Spirooxindole-Based Isotetronic Acids and 5-1H-Pyrrol-2-ones through Cascade Reactions with Bifunctional Organocatalysts[J]. chemistry-a european journal,2014,20(28):8545-8550. |
| APA | Guo, Wengang.,Wang, Xu.,Zhang, Boyu.,Shen, Shuai.,Zhou, Xin.,...&Li, Can.(2014).Facile Synthesis of Chiral Spirooxindole-Based Isotetronic Acids and 5-1H-Pyrrol-2-ones through Cascade Reactions with Bifunctional Organocatalysts.chemistry-a european journal,20(28),8545-8550. |
| MLA | Guo, Wengang,et al."Facile Synthesis of Chiral Spirooxindole-Based Isotetronic Acids and 5-1H-Pyrrol-2-ones through Cascade Reactions with Bifunctional Organocatalysts".chemistry-a european journal 20.28(2014):8545-8550. |
入库方式： OAI收割
来源：大连化学物理研究所
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