DICP OpenIR
Hydrogen-bonding directed reversal of enantioselectivity
Zeng, Wei; Chen, Guo-Ying; Zhou, Yong-Gui; Li, Yu-Xue
Source PublicationJOURNAL OF THE AMERICAN CHEMICAL SOCIETY
2007-01-31
DOI10.1021/ja067346f
Volume129Issue:4Pages:750-751
Indexed BySCI ; IC ; CCR
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Multidisciplinary
WOS Research AreaChemistry
WOS Keyword1,3-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
AbstractA 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.
Language英语
WOS IDWOS:000243683800013
Citation statistics
Cited Times:187[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/140544
Collection中国科学院大连化学物理研究所
Affiliation1.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
GB/T 7714
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.
APA Zeng, Wei,Chen, Guo-Ying,Zhou, Yong-Gui,&Li, Yu-Xue.(2007).Hydrogen-bonding directed reversal of enantioselectivity.JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,129(4),750-751.
MLA Zeng, Wei,et al."Hydrogen-bonding directed reversal of enantioselectivity".JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 129.4(2007):750-751.
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