676567-87-6Relevant academic research and scientific papers
Enantioselective Allylation of Alkenyl Boronates Promotes a 1,2-Metalate Rearrangement with 1,3-Diastereocontrol
Davis, Colton R.,Luvaga, Irungu K.,Ready, Joseph M.
supporting information, p. 4921 - 4927 (2021/05/04)
Alkenyl boronates add to Ir(π-allyl) intermediates with high enantioselectivity. A 1,2-metalate shift forms a second C-C bond and sets a 1,3-stereochemical relationship. The three-component coupling provides tertiary boronic esters that can undergo multiple additional functionalizations. An extension to trisubstituted olefins sets three contiguous stereocenters.
Kinetic study of various phosphoramidite ligands in the iridium-catalyzed allylic substitution
Polet, Damien,Alexakis, Alexandre
, p. 1621 - 1624 (2007/10/03)
(Graph Presented) A comparative kinetic study of seven ligands is presented which clearly shows that a slight difference in the substitution pattern of the aryl group on the amine moiety of the ligand dramatically alters the activity of the resulting iridium catalyst. Ligand L6 shows the most impressive kinetics as well as the highest enantioselectivities.
Enantioselective preparation of β,β-disubstituted α-methylenepropionates by MAO promotion of the zinc schlenk equilibrium
Goldsmith, Paul J.,Teat, Simon J.,Woodward, Simon
, p. 2235 - 2237 (2007/10/03)
(Chemical Equation Presented) The zinc Schlenk equilibrium, little used since it was first described in 1966, has been promoted through the addition of methylaluminoxane (MAO) to maximize the yield of ZnR2 from deleterious RZnCl by-products. This process allows an SN2′- addition approach to the preparation of chiral β,β-disubstituted α-methylenepropionates with high enantioselectivity (see scheme).
Synthesis and use of a phosphoramidite ligand for the copper-catalyzed enantioselective allylic substitution. Tandem allylic substitution/ring-closing metathesis
Tissot-Croset, Karine,Polet, Damien,Gille, Segolene,Hawner, Christine,Alexakis, Alexandre
, p. 2586 - 2590 (2007/10/03)
A new one-pot method of reductive amination is used to prepare a chiral C2 symmetrical amine. This amine is used for the synthesis of a new chiral phosphoramidite ligand. The new ligand is, in turn, used to illustrate the enantioselective copper-catalyzed
