Palladium-catalyzed Tandem Bis-allylation of Isocyanates
2001 (English)In: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 3, no 6, 909-912 p.Article in journal (Refereed) Published
A tandem bis-allylation of p-toluenesulfonyl isocyanate can be achieved by palladium-catalyzed three-component coupling reaction with allylstannanes and allyl chlorides. A high level of regioselectivity can be obtained by the appropriate choice of the allylic substituents. The reaction mechanism and the regiochemistry of the reaction can be explained by formation of an amphoteric bis-allylpalladium intermediate. This bis-allylpalladium intermediate undergoes an initial electrophilic attack on one of the allyl moieties followed by a nucleophilic attack on the other.
Place, publisher, year, edition, pages
2001. Vol. 3, no 6, 909-912 p.
IdentifiersURN: urn:nbn:se:su:diva-22712DOI: 10.1021/ol015545sOAI: oai:DiVA.org:su-22712DiVA: diva2:189305
Part of urn:nbn:se:su:diva-1052004-04-222004-04-222010-08-02Bibliographically approved