Title A Formal [3+3+1] Reaction of Enyne-Methylenecyclopropanes through Au(I)-Catalyzed Enyne Cycloisomerization and Rh(I)-Catalyzed [6+1] Reaction of Vinylspiropentanes and CO
Authors Li, Chen-Long
Yang, Yusheng
Zhou, Yi
Yu, Zhi-Xiang
Affiliation Peking Univ, Coll Chem, Beijing Natl Lab Mol Sci BNLMS, Minist EducmKey Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China
Keywords METAL-CATALYZED CYCLOADDITIONS
CYCLOPROPYL BUILDING-BLOCKS
ENE-VINYLCYCLOPROPANES
BOND ACTIVATION
ALKYLIDENECYCLOPROPANES
TRANSFORMATIONS
THERMOCHEMISTRY
HETEROCYCLES
ELEMENTS
Issue Date Dec-2021
Publisher ASIAN JOURNAL OF ORGANIC CHEMISTRY
Abstract A formal [3+3+1] reaction through gold(I)-catalyzed enyne cycloisomerization of enyne-methylenecyclopropanes and rhodium(I)-catalyzed [6+1] reaction of vinylspiropentanes and CO has been developed to synthesize aza-6/7 bicyclic compounds, hexahydrocyclohepta[c]pyridinones. DFT calculations reveal that four steps are involved in the [6+1] cycloaddition of vinylspiropentanes and CO, including oxidative addition of cyclopropane to Rh, beta-C elimination, CO insertion and reductive elimination.
URI http://hdl.handle.net/20.500.11897/632903
ISSN 2193-5807
DOI 10.1002/ajoc.202100571
Indexed SCI(E)
Appears in Collections: å å¦ä¸ å å å·¥ç¨ å¦é ¢
生物有机与分子工程教育部重点实验室

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