Chiral-at-Iron Catalyst for Highly Enantioselective and Diastereoselective Hetero-Diels-Alder Reaction was written by Hong, Yubiao; Cui, Tianjiao; Ivlev, Sergei; Xie, Xiulan; Meggers, Eric. And the article was included in Chemistry – A European Journal on June 10,2021.Formula: C12H15NO2 The following contents are mentioned in the article:
This study demonstrates that chiral-at-iron complexes, in which all coordinated ligands are achiral and the overall chirality the consequence of a stereogenic iron center, are capable of catalyzing asym. transformations with very high enantioselectivities. The catalyst is based on a previously reported design (J. Am. Chem. Soc. 2017, 139, 4322), in which iron(II) is surrounded by two configurationally inert achiral bidentate N-(2-pyridyl)-substituted N-heterocyclic carbenes in a C2-sym. fashion and complemented by two labile acetonitriles. By replacing mesityl with more bulky 2,6-diisopropylphenyl substituents at the NHC ligands, the steric hindrance at the catalytic site was increased, thereby providing a markedly improved asym. induction. The new chiral-at-iron catalyst was applied to the inverse electron demand hetero-Diels-Alder reaction between β,γ-unsaturated α-ketoester and enol ethers provide 3,4-dihydro-2H-pyrans in high yields with excellent diastereoselectivities (up to 99 : 1 dr) and excellent enantioselectivities (up to 98% ee). Other electron rich dienophiles are also suitable as demonstrated for a reaction with a vinyl azide. This study involved multiple reactions and reactants, such as (R)-2-(4-Isopropyl-4,5-dihydrooxazol-2-yl)phenol (cas: 1045894-43-6Formula: C12H15NO2).
(R)-2-(4-Isopropyl-4,5-dihydrooxazol-2-yl)phenol (cas: 1045894-43-6) belongs to oxazolidine derivatives. Oxazolidines that are the precursor to bisoxazolidines are in effect mono-oxazolidines. They are also used as moisture scavengers in polyurethane and other systems. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Formula: C12H15NO2
1045894-43-6;(R)-2-(4-Isopropyl-4,5-dihydrooxazol-2-yl)phenol;The future of 1045894-43-6;New trend of C12H15NO2;function of 1045894-43-6