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Rhodium-Catalyzed [4+2+1] Cycloaddition of In Situ Generated Ene/Yne-Ene-Allenes and CO
Tian, Zi-You; Cui, Qi; Liu, Cheng-Hang; Yu, Zhi-Xiang
Corresponding AuthorYu, Zhi-Xiang(yuzx@pku.edu.cn)
Keywordconjugation cycloaddition fused-ring systems reaction mechanisms rhodium
Source PublicationANGEWANDTE CHEMIE-INTERNATIONAL EDITION
2018-11-19
ISSN1433-7851
DOI10.1002/anie.201805908
Volume57Issue:47Pages:15544-15548
Funding ProjectNational Natural Science Foundation of China[21472005]
Funding OrganizationNational Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China
WOS SubjectChemistry, Multidisciplinary
WOS Research AreaChemistry
WOS Keyword1,3-ACYLOXY MIGRATION ; CYCLIZATION REACTIONS ; BOND ACTIVATION ; CARBENE COMPLEX ; RING-EXPANSION ; VINYLALLENE ; 1,3-DIENES ; CARBONYLATION ; INSPIRATION ; MOLYBDENUM
AbstractReported herein is the first rhodium-catalyzed [4+2+1] cycloaddition of in situ generated ene/yne-ene-allenes and CO to synthesize challenging seven-membered carbo-cycles fused with five-membered rings. This reaction is designed based on the 1,3-acyloxy migration of ene/yne-enepropargyl esters to ene/yne-ene-allenes, followed by oxidative cyclization, CO insertion, and reductive elimination to form the final [4+2+1] cycloadducts. The possible competing [4+1], [4+2], and [2+2+1] cycloadditions were disfavored, making the present reaction an efficient way to access functionalized 5/7 rings.
Language英语
Funding OrganizationNational Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China
WOS IDWOS:000453344500043
PublisherWILEY-V C H VERLAG GMBH
Citation statistics
Cited Times:1[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/166479
Collection中国科学院大连化学物理研究所
Corresponding AuthorYu, Zhi-Xiang
AffiliationPeking Univ, Coll Chem, Key Lab Bioorgan Chem & Mol Engn, Minist Educ,BNLMS, Beijing 100871, Peoples R China
Recommended Citation
GB/T 7714
Tian, Zi-You,Cui, Qi,Liu, Cheng-Hang,et al. Rhodium-Catalyzed [4+2+1] Cycloaddition of In Situ Generated Ene/Yne-Ene-Allenes and CO[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2018,57(47):15544-15548.
APA Tian, Zi-You,Cui, Qi,Liu, Cheng-Hang,&Yu, Zhi-Xiang.(2018).Rhodium-Catalyzed [4+2+1] Cycloaddition of In Situ Generated Ene/Yne-Ene-Allenes and CO.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,57(47),15544-15548.
MLA Tian, Zi-You,et al."Rhodium-Catalyzed [4+2+1] Cycloaddition of In Situ Generated Ene/Yne-Ene-Allenes and CO".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 57.47(2018):15544-15548.
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