Catalytic enantioselective [2+2]-cycloaddition reaction of 2-methoxycarbonyl-2-cyclopenten-1-one by chiral copper catalyst was written by Takenaka, Yosuke;Ito, Hisanaka;Hasegawa, Mineki;Iguchi, Kazuo. And the article was included in Tetrahedron in 2006.Quality Control of 6-Methyl-2-pyridinemethanol This article mentions the following:
A new catalytic system for the enantioselective [2+2]-cycloaddition reactions of 2-methoxycarbonyl-2-cyclopenten-1-one with (alkylthio)- and (arylthio)acetylenes is described. The use of a catalytic amount (20-30 mol%) of copper(II) salts with chiral bis(pyridine) ligands was found to be effective in promoting the [2+2]-cycloaddition reaction, furnishing the corresponding bicyclic compounds in good yield and enantioselectivities. An example ligand thus prepared was 2-pyridinecarboxylic acid (1S)-[1,1′-binaphthalene]-2,2′-diyl ester. The reaction of (phenylthio)acetylene with Me 5-oxo-1-cyclopentenecarboxylate gave (1R,5S)-2-oxo-7-(phenylthio)bicyclo[3.2.0]hept-6-ene-1-carboxylic acid Me ester. The latter was converted into (-)-(1S)-3-(oxo)cyclopentaneacetic acid. (+)-(1S,5R)-2-oxo-7-(phenylthio)bicyclo[3.2.0]hept-6-ene-1-carboxylic acid Me ester, an intermediate in the total synthesis of tricycloclavulone, was also prepared In the experiment, the researchers used many compounds, for example, 6-Methyl-2-pyridinemethanol (cas: 1122-71-0Quality Control of 6-Methyl-2-pyridinemethanol).
6-Methyl-2-pyridinemethanol (cas: 1122-71-0) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Quality Control of 6-Methyl-2-pyridinemethanol
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts