Allenes as carbon nucleophiles in palladium-catalyzed reactions: observation of anti attack of allenes on (pi-allyl)palladium complexes |
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| Authors: | Franzén Johan Löfstedt Joakim Dorange Ismet Bäckvall Jan-E |
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| Institution: | Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, SE-106 91 Stockholm, Sweden. |
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| Abstract: | In the palladium-catalyzed cyclization of allenic allylic esters using Pd(dba)2 as catalyst, it was shown that the allene acts as a carbon nucleophile. Intermediates were isolated and stereochemical studies established that the double bond of the allene has attacked the (pi-allyl)palladium intermediate on the face opposite to that of palladium. |
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