74016-10-7Relevant academic research and scientific papers
Highly Stereoselective Palladium(0)-Catalyzed Allylation of Active Methylene Compounds with Allyl Imidates under Neutral Conditions
Suzuki, Osamu,Inoue, Seiichi,Sato, Kikumasa
, p. 239 - 243 (2007/10/02)
In the presence of a catalytic amount of Pd(0), active methylene compounds were allylated by allyl imidates under neutral conditions.In allylation with 3,3-disubstituted allyl imidates, e.g., geranyl and neryl imidate the effect of solvent and ligand to the E/Z ratio are investigated.The reaction in dimethyl sulfoxide by addition of diphosphine, e.g., 1,2-bis(diphenylphosphino)ethane, or large excess of triphenylphosphine as additive ligand gave best results.In these conditions, various active methylene compounds were allylated stereoselectively, especially complete retention of starting olefin geometry was achieved with neryl imidate.
ETUDE DE LA REGIOSELECTIVITE DE LA SUBSTITUTION DES CARBANIONS PAR DES DERIVATIVES ALLIQUES CATALYSEE AU PALLADIUM. OBTENTION SELECTIVE DE COMPOSES A CARBONE QUATERNAIRE
Cuvigny, Therese,Julia, Marc,Rolando, C.
, p. 395 - 414 (2007/10/02)
The influence of the leaving groups, carbanions and ligands on ?-allylpalladium has been investigated in the substitution of primary or tertiary terpene derivatives.Conditions have been found under which the substitution takes place essentially at one or the other end of the allylic system.This provides a new and convenient way to obtain compounds with quaternary carbon atoms, which has been exemplified by the synthesis of 3,3-dimethyl-4-pentenenitrile.
