McLaughlin, Calum published the artcileCatalytic enantioselective synthesis of 1,4-dihydropyridines via the addition of C(1)-ammonium enolates to pyridinium salts, Name: 4-Methoxyphenylacetic acid, the main research area is aromatic ester pyridinium salt isothiourea catalyst dearomatization; dihydropyridine enantioselective regioselective preparation.
The regio- and stereoselective addition of C(1)-ammonium enolates – generated in situ from aryl esters and the isothiourea catalyst (R)-BTM – to pyridinium salts bearing an electron withdrawing substituent in the 3-position allowed the synthesis of a range of enantioenriched 1,4-dihydropyridines. This represented the first organocatalytic approach to pyridine dearomatization using pronucleophiles at the carboxylic acid oxidation level. Optimization studies revealed a significant solvent dependency upon product enantioselectivity, with only toluene providing significant asym. induction. Using DABCO as a base also proved beneficial for product enantioselectivity, while investigations into the nature of the counterion showed that co-ordinating bromide or chloride substrates led to higher product er than the corresponding tetrafluoroborate or hexafluorophosphate. The scope and limitations of this process were developed, with enantioselective addition to 3-cyano- or 3-sulfonylpyridinium salts giving the corresponding 1,4-dihydropyridines (15 examples, up to 95 : 5 dr and 98 : 2 er).
Chemical Science published new progress about Addition reaction catalysts, stereoselective (regioselective). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Name: 4-Methoxyphenylacetic acid.
Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem