133871-12-2Relevant academic research and scientific papers
Stereodivergent allylic substitutions with aryl acetic acid esters by synergistic iridium and lewis base catalysis
Jiang, Xingyu,Beiger, Jason J.,Hartwig, John F.
, p. 87 - 90 (2017/05/16)
The preparation of all possible stereoisomers of a given chiral molecule bearing multiple stereocenters by a simple and unified method is a significant challenge in asymmetric catalysis. We report stereodivergent allylic substitutions with aryl acetic acid esters catalyzed synergistically by a metallacyclic iridium complex and benzotetramisole. Through permutations of the enantiomers of the two chiral catalysts, all four stereoisomers of the products bearing two adjacent stereocenters are accessible with high diastereoselectivity and enantioselectivity. The resulting chiral activated ester products can be converted readily to enantioenriched amides, unactivated esters, and carboxylic acids in a onepot manner.
Palladium(II)/Lewis acid synergistically catalyzed allylic C-H olefination
Wang, Pu-Sheng,Lin, Hua-Chen,Zhou, Xiao-Le,Gong, Liu-Zhu
, p. 3332 - 3335 (2014/07/08)
The first allylic C-H olefination with α-diazo esters synergistically catalyzed by a palladium(II) complex and (salen)CrCl has been established to directly generate conjugated polyene derivatives in moderate to high yields and with excellent stereoselectivities.
The Regio- and Stereoselectivities of the Reaction of Allyl Acetates and Silyl Ketene Acetals Catalyzed by Pd(0) Complexes: A New Route to Cyclopropane Derivatives
Carfagna, C.,Mariani, L.,Musco, A.,Sallese, G.,Santi, R.
, p. 3924 - 3927 (2007/10/02)
Pd(0) complexes of chelating phosphines catalyzed the coupling of allyl acetates and ketene silyl acetals to yield α-allylated carboxylic acid esters.Unexpectedly alkylation of the central carbon atom (C2) of the allyl groups was also observed with concomitant formation of cyclopropane derivatives.In both cases the silyl enolate attacked the allyl group from the side opposite Pd.The yield of the reaction was sensitive to the nature of the ligand coordinated with palladium.The 1,1'-bis(diphenylphosphino)ferrocene-Pd complex was the most effective catalyst.
