112212-64-3Relevant academic research and scientific papers
Regioselective Palladium-Catalyzed Allylation of Fulvenes
Soederberg, Bjoern C.,Austin, Lucinda R.,Davis, Carol A.,Nystroem, Jan-Erik,Vagberg, Jan O.
, p. 61 - 76 (1994)
Fulvene-anions (vinyl cyclopentadienyl anions) are exclusively allylated in the exocyclic position by allylic chlorides, allylic acetates, and allylic carbonates in the presence of catalytic amounts of bis(dibenzylideneacetone)palladium(0) and triphenyl phosphine in good to excellent yield.A high degree of regioselectivity is observed with regard to the allylic substrate, and the most hindered position was predominately substituted.Inversion of stereochimistry of the allylic carbon by migration of the anion from the metal, of an intermediate η3-allylpalladium complex, to carbon is observed.
Highly Regioselective Addition of Allylstannanes to Vinyl Epoxides by Lewis Acid Mediation
Naruta, Yoshinori,Maruyama, Kazuhiro
, p. 963 - 966 (2007/10/02)
In the presence of BF3*OEt2, reaction of allylstannanes with vinyl epoxides gives 1,2 or 1,4 addition products in good yield, depending on the substitution at the olefinic terminus.In either case regioselectivity is extremely high.The 1,2 adduct is applied to the elongation of a prenyl unit in polyprenyl compounds.
