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Allenic Esters from Cyclopropenones by Lewis Base Catalysis: Substrate Scope, the Asymmetric Variant from the Dynamic Kinetic Asymmetric Transformation, and Mechanistic Studies
其他题名路易斯碱催化的环丙烯酮制备联烯酸酯的新方法
Wei Y(魏音); Zhao WT(赵文涛); Yang YL(杨袁梁); Zhang Z(张震); Shi M(施敏)
2015
发表期刊ChemCatChem
卷号7期号:20页码:3340-3349
摘要The Lewis base catalyzed reactions of cyclopropenones with a variety of nucleophiles (alcohols, phenols, or water) were systematically investigated. We demonstrated that this kind of reaction could be used to synthesize allenic esters in moderate to excellent yields. Furthermore, more synthetically interesting axially chiral allenes in moderate to good yields and ee values were obtained in the corresponding asymmetric reaction in the presence of multifunctional chiral phosphine catalyst. The reaction mechanism was disclosed by using NMR tracing experiments, MS, and DFT calculations. Notably, the asymmetric reaction was proved to be a dynamic kinetic asymmetric transformation based on the control experiments, and the detailed mechanism of this transformation revealed by theoretical investigations.
文章类型论文
学科领域金属有机化学
DOI10.1002/cctc.201500466
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收录类别SCI
语种英语
WOS记录号WOS:000362909200020
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文献类型期刊论文
条目标识符http://ir.sioc.ac.cn/handle/331003/39647
专题金属有机化学国家重点实验室
通讯作者Shi M(施敏)
作者单位中科院上海有机化学研究所, 金属有机化学国家重点实验室
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GB/T 7714
Wei Y,Zhao WT,Yang YL,et al. Allenic Esters from Cyclopropenones by Lewis Base Catalysis: Substrate Scope, the Asymmetric Variant from the Dynamic Kinetic Asymmetric Transformation, and Mechanistic Studies[J]. ChemCatChem,2015,7(20):3340-3349.
APA 魏音,赵文涛,杨袁梁,张震,&施敏.(2015).Allenic Esters from Cyclopropenones by Lewis Base Catalysis: Substrate Scope, the Asymmetric Variant from the Dynamic Kinetic Asymmetric Transformation, and Mechanistic Studies.ChemCatChem,7(20),3340-3349.
MLA 魏音,et al."Allenic Esters from Cyclopropenones by Lewis Base Catalysis: Substrate Scope, the Asymmetric Variant from the Dynamic Kinetic Asymmetric Transformation, and Mechanistic Studies".ChemCatChem 7.20(2015):3340-3349.
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