Enantioselective Nucleophilic Addition of Trimethylsilylacetylene to N-Phosphinoylimines Promoted by C2-Symmetric Proline-Derived beta-Amino Alcohol
文献类型:期刊论文
作者 | Zhu SQ(朱绍群) ; Yan WJ(阎文锦) ; Mao B(毛斌) ; Jiang XX(蒋先兴) ; Wang R(王锐) |
刊名 | Journal of Organic Chemistry
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出版日期 | 2009 |
卷号 | 74期号:18页码:6980-6985 |
ISSN号 | 0022-3263 |
通讯作者 | 王锐 |
中文摘要 | Both C2- and C3-symmetric proline-derived β-amine alcohol ligands were designed, synthesized, and successfully applied to the enantioselective direct addition of trimethylsilylacetylene to N-phosphinoylimines. Aromatic, heteroaromatic, and aliphatic N-(diphenylphosphinoyl) imines and several N-(diethoxyphosphoryl) imines were tested, and optically active propargylic amides in good yields (up to 92%) and excellent enantioselectivities (up to 95%) were obtained by the simple experimental procedure. The convenience, mild conditions, and easy deprotection of the phosphonamide products made the present method very attractive. Furthermore, the Michael-type addition process of CdN alkynylation was studied and proposed on the basis of React 31P NMR investigation. |
学科主题 | 物理化学 |
收录类别 | SCI |
资助信息 | the National Natural Science Foundation of China (nos. 20525206;20772052;90813012;20621091);the National S & T Major Project of China (2009ZX09503-017);the Chang Jiang Program of the Ministry of Education of China |
语种 | 英语 |
公开日期 | 2012-09-21 |
源URL | [http://210.77.64.217/handle/362003/538] ![]() |
专题 | 兰州化学物理研究所_OSSO国家重点实验室 |
推荐引用方式 GB/T 7714 | Zhu SQ,Yan WJ,Mao B,et al. Enantioselective Nucleophilic Addition of Trimethylsilylacetylene to N-Phosphinoylimines Promoted by C2-Symmetric Proline-Derived beta-Amino Alcohol[J]. Journal of Organic Chemistry,2009,74(18):6980-6985. |
APA | 朱绍群,阎文锦,毛斌,蒋先兴,&王锐.(2009).Enantioselective Nucleophilic Addition of Trimethylsilylacetylene to N-Phosphinoylimines Promoted by C2-Symmetric Proline-Derived beta-Amino Alcohol.Journal of Organic Chemistry,74(18),6980-6985. |
MLA | 朱绍群,et al."Enantioselective Nucleophilic Addition of Trimethylsilylacetylene to N-Phosphinoylimines Promoted by C2-Symmetric Proline-Derived beta-Amino Alcohol".Journal of Organic Chemistry 74.18(2009):6980-6985. |
入库方式: OAI收割
来源:兰州化学物理研究所
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