Title | Design and Atroposelective Construction of IAN analogues by Organocatalytic Asymmetric Heteroannulation of Alkynes |
Author | |
Publication Years | 2020
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DOI | |
Source Title | |
ISSN | 0935-9648
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EISSN | 1521-4095
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Volume | 132Issue:51Pages:23277-23282 |
Abstract | An organocatalytic atroposelective strategy for accessing enantioenriched axially chiral IAN analogues was developed for the first time. A class of novel atropisomeric C2-arylquinoline skeletons were synthesized with high enantiocontrol via chiral phosphoric-acid-catalyzed heteroannulation of in situ generated vinylidene ortho-quinone methide (VQM) intermediates with ortho-aminophenones. The strategy tolerated a broad substrate scope, providing a facile organocatalytic approach to IAN analogues in good yields and excellent enantioselectivities under mild reaction conditions. Moreover, the synthetic utility of this methodology was illustrated through further transformations into IAN-type ligand and axially chiral thiourea. |
Keywords | |
URL | [Source Record] |
Indexed By | |
Language | English
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Important Publications | NI Journal Papers
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SUSTech Authorship | Others
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EI Accession Number | 20223412618140
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EI Keywords | Quinone
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ESI Classification Code | Energy Storage:525.7
; Organic Compounds:804.1
; Inorganic Compounds:804.2
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ESI Research Field | MATERIALS SCIENCE
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Scopus EID | 2-s2.0-85136186461
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Data Source | Scopus
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Citation statistics |
Cited Times [WOS]:0
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Document Type | Journal Article |
Identifier | http://kc.sustech.edu.cn/handle/2SGJ60CL/395657 |
Department | Department of Chemistry 深圳格拉布斯研究院 |
Affiliation | 1.College of Materials,Chemistry and Chemical Engineering,Hangzhou Normal University,Hangzhou,311121,China 2.Shenzhen Grubbs Institute and Department of Chemistry,Southern University of Science and Technology,Shenzhen,518055,China |
Recommended Citation GB/T 7714 |
Zhang,Lei,Shen,Jiahua,Zhong,Guofu,et al. Design and Atroposelective Construction of IAN analogues by Organocatalytic Asymmetric Heteroannulation of Alkynes[J]. ADVANCED MATERIALS,2020,132(51):23277-23282.
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APA |
Zhang,Lei.,Shen,Jiahua.,Zhong,Guofu.,Zhang,Lei.,Wu,San.,...&Tan,Bin.(2020).Design and Atroposelective Construction of IAN analogues by Organocatalytic Asymmetric Heteroannulation of Alkynes.ADVANCED MATERIALS,132(51),23277-23282.
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MLA |
Zhang,Lei,et al."Design and Atroposelective Construction of IAN analogues by Organocatalytic Asymmetric Heteroannulation of Alkynes".ADVANCED MATERIALS 132.51(2020):23277-23282.
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