Poisson, Thomas; Yamashita, Yasuhiro; Kobayashi, Shu published an article in Journal of the American Chemical Society. The title of the article was 《Catalytic Asymmetric Protonation of Chiral Calcium Enolates via 1,4-Addition of Malonates》.COA of Formula: C35H27N3O2 The author mentioned the following in the article:
Nonracemic imidazolidinones such as I are prepared enantioselectively in 72-90% yields and in 48-96% ee (all but one of the ten substrates in 93-96% ee) by the addition of dibenzyl malonate to α,β-unsaturated acylimidazolidinones such as II in the presence of Py-Box ligands such as III or its enantiomer, calcium ethoxide, phenol IV, and ethanol in cyclopentyl Me ether. I is converted to various nonracemic 1,5-dicarboxylic acid derivatives such as (R)-MeO2CCHMeCH2CH2CO2H without loss of enantiopurity. The reaction is optimized on the metal salt, Py-Box ligand, phenol catalyst, added alc., solvent, and the unsaturated acyl derivative used; based on deuterium labeling studies, a mechanism for the reaction is proposed. After reading the article, we found that the author used 2,6-Bis((4S,5S)-4,5-diphenyl-4,5-dihydrooxazol-2-yl)pyridine(cas: 410092-98-7COA of Formula: C35H27N3O2)
2,6-Bis((4S,5S)-4,5-diphenyl-4,5-dihydrooxazol-2-yl)pyridine(cas: 410092-98-7) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. COA of Formula: C35H27N3O2The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds.