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题名: Hydrogen-bonding directed reversal of enantioselectivity
作者: Zeng, Wei;  Chen, Guo-Ying;  Zhou, Yong-Gui;  Li, Yu-Xue
刊名: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
发表日期: 2007-01-31
DOI: 10.1021/ja067346f
卷: 129, 期:4, 页:750-751
收录类别: SCI ;  IC ;  CCR
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Multidisciplinary
研究领域[WOS]: Chemistry
英文摘要: A successful stereochemical reversal was achieved in AgOAc catalyzed [3+2] cycloaddition by the formation of hydrogen bonding between ligand and reactant. This strategy provides an efficient and convenient route to prepare both enantiomers of a chiral compound. DFT studies proposed a reasonable mechanism of the reversal of the enantioselectivity; hydrogen bonding changed the transition state. The strategy may provide some useful hints for ligand design.
关键词[WOS]: 1,3-DIPOLAR CYCLOADDITION REACTIONS ;  CATALYZED ASYMMETRIC ALLYLATION ;  SINGLE CHIRAL BACKBONE ;  DIELS-ALDER REACTIONS ;  AZOMETHINE YLIDES ;  STEREOSELECTIVE-SYNTHESIS ;  HOMOGENEOUS CATALYSIS ;  COPPER(II) COMPLEXES ;  ACHIRAL LIGANDS ;  ALDOL ADDITIONS
语种: 英语
WOS记录号: WOS:000243683800013
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/140544
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.CAS, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
2.CAS, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

Recommended Citation:
Zeng, Wei,Chen, Guo-Ying,Zhou, Yong-Gui,et al. Hydrogen-bonding directed reversal of enantioselectivity[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2007,129(4):750-751.
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