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- W2949947532 abstract "Palladium-catalyzed intramolecular coupling−cyclization of 3-(cyclohexa-2,4-dienyl)pentane-2,4-dione with β-styryl bromides proceeds in regio- and stereoselective fashions to give 2-styryl-substituted bicyclo[4.1.0]hept-3-enes in good yields. The formation of the bicyclo[4.1.0]hept-3-enes was rationalized by starting with oxidative addition of Pd(PPh3)4 to the carbon−bromine bond of β-styryl bromide (RBr) to give Pd(R)BrLn. Reaction of Pd(R)BrLn with Ag2CO3 generates a cationic RPd(II)Ln species. Chelation of the RPd(II)Ln cation to both the O-enolate of the ketone and the proximal double bond followed by attack of the enolate on the activated double bond gave a bicyclic η1-allylpalladium intermediate. The postulated bicyclic η1-allylpalladium intermediate leads to 2-styryl-substituted bicyclo[4.1.0]hept-3-enes with exclusive regio- and stereoselectivities after reductive elimination." @default.
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- W2949947532 date "2007-06-30" @default.
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- W2949947532 title "Synthesis of Bicyclo[4.1.0]heptenes via Palladium-Catalyzed Intramolecular Coupling−Cyclization of 3-(Cyclohexa-2,4-dienyl)pentane-2,4-dione with β-Styryl Bromides" @default.
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- W2949947532 doi "https://doi.org/10.1021/om7004386" @default.
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