Organocatalytic Enantioselective Dipolar [3+2]?Cycloadditions of Acetylenic Aldehydes with Nitrones for the Formation of Chiral 4-Isoxazolines
文献类型:期刊论文
| 作者 | Cai, Xianrong ; Wang, Chao ; Sun, Jian |
| 刊名 | ADVANCED SYNTHESIS & CATALYSIS
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| 出版日期 | 2012 |
| 卷号 | 354页码:359-363 |
| 关键词 | acetylenic aldehydes dipolar [3+2]?cycloadditions enantioselectivity iminium activation nitrones |
| ISSN号 | 1615-4150 |
| 产权排序 | 1 |
| 通讯作者 | Sun, J (reprint author), Chinese Acad Sci, Nat Prod Res Ctr, Chengdu Inst Biol, Chengdu 610041, Peoples R China. |
| 英文摘要 | The first organocatalytic enantioselective protocol has been developed for the dipolar [3+2]?cycloaddition between acetylenic aldehydes and nitrones through an iminium activation pathway. This protocol uses L-a,a-bis(3,5-ditrifluoromethylphenyl)prolinol as catalyst and 3,5-dinitrobenzoic acid as additive and is friendly for one-pot operation for the nitrone formation and the subsequent cycloaddition. It also exhibits a broad substrate scope and allows for the highly efficient production of chiral 4-isoxazolines with various substituents under mild conditions in high yields (6892%) with high enantioselectivities (up to 96% ee). |
| 学科主题 | Chemistry |
| 收录类别 | SCI |
| 资助信息 | National Natural Science Foundation of China [20732006, 20972152, 91013006] |
| 语种 | 英语 |
| WOS记录号 | WOS:000300448400014 |
| 公开日期 | 2013-07-03 |
| 源URL | [http://210.75.237.14/handle/351003/23914] ![]() |
| 专题 | 成都生物研究所_天然产物研究 |
| 推荐引用方式 GB/T 7714 | Cai, Xianrong,Wang, Chao,Sun, Jian. Organocatalytic Enantioselective Dipolar [3+2]?Cycloadditions of Acetylenic Aldehydes with Nitrones for the Formation of Chiral 4-Isoxazolines[J]. ADVANCED SYNTHESIS & CATALYSIS,2012,354:359-363. |
| APA | Cai, Xianrong,Wang, Chao,&Sun, Jian.(2012).Organocatalytic Enantioselective Dipolar [3+2]?Cycloadditions of Acetylenic Aldehydes with Nitrones for the Formation of Chiral 4-Isoxazolines.ADVANCED SYNTHESIS & CATALYSIS,354,359-363. |
| MLA | Cai, Xianrong,et al."Organocatalytic Enantioselective Dipolar [3+2]?Cycloadditions of Acetylenic Aldehydes with Nitrones for the Formation of Chiral 4-Isoxazolines".ADVANCED SYNTHESIS & CATALYSIS 354(2012):359-363. |
入库方式: OAI收割
来源:成都生物研究所
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