中文版 | English
Title

Design and Atroposelective Construction of IAN analogues by Organocatalytic Asymmetric Heteroannulation of Alkynes

Author
Publication Years
2020
DOI
Source Title
ISSN
0935-9648
EISSN
1521-4095
Volume132Issue: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
Important Publications
NI Journal Papers
SUSTech Authorship
Others
EI Accession Number
20223412618140
EI Keywords
Quinone
ESI Classification Code
Energy Storage:525.7 ; Organic Compounds:804.1 ; Inorganic Compounds:804.2
ESI Research Field
MATERIALS SCIENCE
Scopus EID
2-s2.0-85136186461
Data Source
Scopus
Citation statistics
Cited Times [WOS]:0
Document TypeJournal Article
Identifierhttp://kc.sustech.edu.cn/handle/2SGJ60CL/395657
DepartmentDepartment 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.
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.
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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