158979-53-4Relevant academic research and scientific papers
Palladium(II)-catalyzed carbocyclization: Vinylpalladium in 1,4-oxidation of conjugated dienes
Nilsson, Ylva I. M.,Gatti, Roberto G. P.,Andersson, Pher G.,Baeckvall, Jan-E.
, p. 7511 - 7523 (2007/10/03)
Palladium-catalyzed 1,4-oxidation of conjugated dienes involving carbon-carbon bond formation has been realized. The reaction is performed with both acyclic and cyclic dienes with a carbon chain containing a terminal or internal triple bond. A vinylpalladium species formed by chloropalladation of the alkyne inserts one of the double bonds of the diene in a Heck-type reaction. The addition of palladium and chloride over the triple bond is non-stereoselective while the overall 1,4-addition by carbon and chloride over the diene is highly stereoselective and occurs anti. The stereoselectivity of the chloropalladation is dependent on the chloride concentration and varies with the substrate.
