79644-04-5Relevant academic research and scientific papers
Palladium-Catalyzed Reactions of Allylic Boronic Esters with Nucleophiles: Novel Umpolung Reactivity
Unsworth, Phillip J.,L?ffler, Lorenz E.,Noble, Adam,Aggarwal, Varinder K.
, p. 1567 - 1572 (2015)
Oxidative palladium-catalyzed reaction conditions have been developed to allow for regioselective and stereoselective coupling of allylic boronic esters with a range of carbon-, oxygen-, and nitrogen-based nucleophiles. Studies into the mechanism of the r
Asymmetric Allylic Alkylation Catalyzed by Palladium-Sparteine Complexes
Togni, Antonio
, p. 683 - 690 (2007/10/02)
The cationic complex 3-C3H5)(sparteine)>PF6 (6) was found to be a suitable catalyst precursor for the asymmetric alkylation of allylic acetates with Na as the nucleophile.This constitutes one of the first and still rare examples of a phosphine-free system for this type of Pd-catalyzed reaction.Using 5 mol percent of 6, alkylation products were obtained in up to 90 percent isolated yield and 85 percent enantiomeric excess.The alkylation reaction was shown to occur with overall retention of configuration, indicating an analogous mechanism to the one previouslyproposed for phosphine-containing catalysts.The reactivity of allylic acetates is strongly dependent upon the nature of the substituents, open-chain aliphatic substrates being unreactive.
