254115-08-7Relevant academic research and scientific papers
Enantioselective Cross-Coupling of Electron-Deficient Alkenes via Ir-Catalyzed Vinylic sp2C-H Alkylation
Shibata, Takanori,Kojima, Masafumi,Onoda, Sahoko,Ito, Mamoru
supporting information, p. 8158 - 8162 (2021/10/25)
A chiral Ir-catalyzed reaction of α-aryl-α,β-unsaturated amides with β-substituted acrylates proceeded to give formal conjugate adducts in high yield and ee (up to 99% yield and up to 95% ee). This is the first example of the enantioselective cross-coupling of two different electron-deficient alkenes via vinylic sp2 C-H activation, and polyfunctionalized chiral compounds were obtained.
Reversal of Regioselection in the Sharpless Asymmetric Aminohydroxylation of Aryl Ester Substrates
Morgan, Adam J.,Masse, Craig E.,Panek, James S.
, p. 1949 - 1952 (2008/02/11)
(Matrix Presented) The asymmetric synthesis of β-hydroxy-α-amino acids is reported which relies on the use of α,β-unsaturated aryl ester substrates and the dihydroquinyl alkaloid ligand system (DHQ)2-AQN to control the regio- and enantioselectivity of the asymmetric aminohydroxylation (AA) process. α,β-Unsaturated ester substrates of type 1 have a significant effect on the substrate - ligand recognition event which results in a reversal of regioselectivity in the AA reaction.
