| New Methods and Synthetic Applications of Asymmetric Nitrogen Transfer |
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| 作者姓名： | ARMSTRONG Alan EDMONDS Ian COOKE Richard S. SHANAHAN Stephen E. KNIGHT Jamie D. CUMMING Graham R. |
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| 作者单位： | [1]Department of Chemistry, Imperial College London, South Kensington, London SW7 2AZ, UK |
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| 基金项目： | Presentation for the 7th International Conference on Heteroatom Chemistry （ICHAC-7） 0rganized by Shanghai Institute of 0rganic Chemistry, CAS, in August 2004. |
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| 摘 要： | Structure/reactivity relationships of N-alkoxycarbonyl- and N-carboxamidooxaziridines are explored, and conditions are discovered for the efficient amination of sulfides and primary amines. Reactions of these oxaziridines with alkenes are also examined, and lead to interesting new heteroatom transfer reaction products. Finally, the aminative rearrangement of 2-alkoxydihydropyrans leads to a useful stereocontrolled synthesis of pyrrolidines which can undergo synthetic manipulations to give 2.2.1]- and 3.2.1]-azabicycles.
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| 关 键 词： | 氮 转移行为 不均匀性 合成方法 化学反应 |
| 收稿时间： | 2005-03-29 |
| 修稿时间： | 2005-03-292005-06-15 |
New Methods and Synthetic Applications of Asymmetric Nitrogen Transfer |
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| ARMSTRONG Alan,EDMONDS Ian,COOKE Richard S.,SHANAHAN Stephen E.,KNIGHT Jamie D.,CUMMING Graham R..New Methods and Synthetic Applications of Asymmetric Nitrogen Transfer[J].Chinese Journal of Chemistry,2005,23(9):1270-1272. |
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| Authors: | ARMSTRONG ;Alan;EDMONDS ;lan;COOKE ;Richard;S;SHANAHAN ;Stephen;E;KNIGHT ;Jamie;D;CUMMING ;Graham;R |
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| Abstract: | Structure/reactivity relationships of N-alkoxycarbonyl- and N-carboxamidooxaziridines are explored, and conditions are discovered for the efficient amination of sulfides and primary amines. Reactions of these oxaziridines with alkenes are also examined, and lead to interesting new heteroatom transfer reaction products. Finally, the aminative rearrangement of 2-alkoxydihydropyrans leads to a useful stereocontrolled synthesis of pyrrolidines which can undergo synthetic manipulations to give 2.2.1 ]- and 3.2.1 ]-azabicycles. |
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| Keywords: | N-alkoxycarbonyl N-carboxamidooxazinidine amination |
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