Rhodium-Catalyzed [4+2+1] Cycloaddition of In Situ Generated Ene/Yne-Ene-Allenes and CO
Yu, Zhi-Xiang; Tian, Zi-You; Cui, Qi; Liu, Cheng-Hang
刊名ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
2018-11-19
卷号57期号:47页码:15544-15548
关键词conjugation cycloaddition fused-ring systems reaction mechanisms rhodium
ISSN号1433-7851
DOI10.1002/anie.201805908
通讯作者Yu, Zhi-Xiang(yuzx@pku.edu.cn)
英文摘要Reported 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.
资助项目National Natural Science Foundation of China[21472005]
WOS关键词1,3-ACYLOXY MIGRATION ; CYCLIZATION REACTIONS ; BOND ACTIVATION ; CARBENE COMPLEX ; RING-EXPANSION ; VINYLALLENE ; 1,3-DIENES ; CARBONYLATION ; INSPIRATION ; MOLYBDENUM
WOS研究方向Chemistry
语种英语
出版者WILEY-V C H VERLAG GMBH
WOS记录号WOS:000453344500043
资助机构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 ; National Natural Science Foundation of China
内容类型期刊论文
源URL[http://cas-ir.dicp.ac.cn/handle/321008/166478]  
专题大连化学物理研究所_中国科学院大连化学物理研究所
通讯作者Yu, Zhi-Xiang
作者单位Peking Univ, Coll Chem, Key Lab Bioorgan Chem & Mol Engn, Minist Educ,BNLMS, Beijing 100871, Peoples R China
推荐引用方式
GB/T 7714
Yu, Zhi-Xiang,Tian, Zi-You,Cui, Qi,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 Yu, Zhi-Xiang,Tian, Zi-You,Cui, Qi,&Liu, Cheng-Hang.(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 Yu, Zhi-Xiang,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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