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题名: Density functional study on the mechanism of bicyclic guanidine-catalyzed Strecker reaction
作者: Li, J;  Jiang, WY;  Han, KL;  He, GZ;  Li, C
刊名: JOURNAL OF ORGANIC CHEMISTRY
发表日期: 2003-11-14
DOI: 10.1021/jo034891f
卷: 68, 期:23, 页:8786-8789
收录类别: SCI
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Organic
研究领域[WOS]: Chemistry
英文摘要: As a direct and viable synthesis of amino acids, the small organic molecule catalyzed asymmetric Strecker reactions have been explored successfully in recent years. For these catalysts, the active sites may be a guanidine group or similarly a urea group. In an effort to elucidate the reaction mechanism, we have investigated the bicyclic guanidine-catalyzed Strecker reaction of HCN and methanimine using density functional theory with the B3LYP method. Assisted by guanidine, two competitive pathways to aminoacetonitrile were rationalized. The aminoisoacetonitrile may not form due to the instability of the product.
关键词[WOS]: REISSERT-TYPE REACTION ;  AMINO-ACID DERIVATIVES ;  ENANTIOSELECTIVE SYNTHESIS ;  CYCLIC DIPEPTIDE ;  HYDROGEN-CYANIDE ;  BIFUNCTIONAL CATALYST ;  ALDOL REACTIONS ;  ASYMMETRIC CATALYSIS ;  PRACTICAL SYNTHESIS ;  ZIRCONIUM CATALYST
语种: 英语
WOS记录号: WOS:000186489000006
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/138388
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

Recommended Citation:
Li, J,Jiang, WY,Han, KL,et al. Density functional study on the mechanism of bicyclic guanidine-catalyzed Strecker reaction[J]. JOURNAL OF ORGANIC CHEMISTRY,2003,68(23):8786-8789.
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