Du, Xiaoyong published the artcileEnantioselective Hydrogenation of Tetrasubstituted α,β-Unsaturated Carboxylic Acids Enabled by Cobalt(II) Catalysis: Scope and Mechanistic Insights, Computed Properties of 104-01-8, the main research area is arylcycloalkanecarboxylate diastereoselective enantioselective preparation; isopropylarylacetate enantioselective preparation; cobalt catalyst stereoselective hydrogenation tetrasubstituted unsaturated carboxylic acid; transition state structure free energy enantioselective hydrogenation alkenoic acid; DFT calculations; cobalt; mechanisms; tetrasubstituted unsaturated carboxylic acids.
Chiral carboxylic acids are important compounds because of their prevalence in pharmaceuticals, natural products and agrochems. Asym. hydrogenation of α,β-unsaturated carboxylic acids has been widely recognized as one of the most efficient synthetic approaches to afford such compounds Although related asym. hydrogenation of di- and trisubstituted unsaturated acids with noble metals is well established, asym. hydrogenation of challenging tetrasubstituted α,β-unsaturated carboxylic acids is rarely reported. We demonstrate enantioselective hydrogenation of cyclic (2-aryl-1-cycloalkene-1-carboxylic acids) and acyclic (α-isopropylidenearylacetic acids) tetrasubstituted α,β-unsaturated carboxylic acids via cobalt(II) catalysis. This protocol showed broad substrate scope and gave chiral carboxylic acids in good yields with excellent enantiocontrol (up to 98% yield and 99% ee). Combined exptl. and computational mechanistic studies support a CoII catalytic cycle involving migratory insertion and σ-bond metathesis processes. DFT calculations reveal that enantioselectivity may originate from the steric effect between the Ph groups of the ligand and the substrate.
Angewandte Chemie, International Edition published new progress about Carboxylic acids Role: SPN (Synthetic Preparation), PREP (Preparation). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Computed Properties of 104-01-8.
Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem