LICP OpenIR  > 羰基合成与选择氧化国家重点实验室(OSSO)
Application of a C-C Bond-Forming Conjugate Addition Reaction in Asymmetric Dearomatization of beta-Naphthols
DepartmentOSSO国家重点实验室
Yang, Dongxu1; Wang, Linqing1; Kai, Ming1; Li, Dan1; Yao, Xiaojun1; Wang R(王锐)1,2; Wang R(王锐)
2015
Source PublicationAngewandte Chemie International Edition
ISSN1433-7851
Volume54Issue:33Pages:9523-9527
Abstract

A C[BOND]C bond-forming conjugate reaction was successfully applied to the enantioselective dearomatization of β-naphthols. A C(sp2)[BOND]C(sp3) bond is formed by using propargylic ketones as reactive partners. Good to excellent Z/E ratios and ee values were obtained by employing an in situ generated magnesium catalyst. Further transformations of the Z-configured C[BOND]C double bond in the products were achieved under mild reaction conditions. Moreover, the stereocontrolling element of this magnesium-catalyzed dearomatization reaction was explored by computational chemistry.

KeywordArenes Aromaticity Dft Calculations Magnesium Naphthols
Subject Area物理化学与绿色催化
DOI10.1002/anie.201503056
Funding Organizationthe NSFC (21432003;81473095;91213302;91413107);the National S&T Major Project of China (2012ZX09504001-003);the Program for Changjiang Scholars and Innovative Research Team in University (IRT1137)
Indexed BySCI
If11.261
Language英语
compositor第二作者单位
Citation statistics
Cited Times:93[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.licp.cn/handle/362003/18550
Collection羰基合成与选择氧化国家重点实验室(OSSO)
Corresponding AuthorWang R(王锐)
Affiliation1.Lanzhou Univ, Key Lab Preclin Study New Drugs Gansu Prov, Lanzhou 730000, Peoples R China
2.Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China
Recommended Citation
GB/T 7714
Yang, Dongxu,Wang, Linqing,Kai, Ming,et al. Application of a C-C Bond-Forming Conjugate Addition Reaction in Asymmetric Dearomatization of beta-Naphthols[J]. Angewandte Chemie International Edition,2015,54(33):9523-9527.
APA Yang, Dongxu.,Wang, Linqing.,Kai, Ming.,Li, Dan.,Yao, Xiaojun.,...&王锐.(2015).Application of a C-C Bond-Forming Conjugate Addition Reaction in Asymmetric Dearomatization of beta-Naphthols.Angewandte Chemie International Edition,54(33),9523-9527.
MLA Yang, Dongxu,et al."Application of a C-C Bond-Forming Conjugate Addition Reaction in Asymmetric Dearomatization of beta-Naphthols".Angewandte Chemie International Edition 54.33(2015):9523-9527.
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