Enantioselective addition of methyl group to aldehydes catalyzed by titanium complex of fluorous ligand was written by Omote, Masaaki;Tanaka, Naoya;Tarui, Atsushi;Sato, Kazuyuki;Kumadaki, Itsumaro;Ando, Akira. And the article was included in Tetrahedron Letters in 2007.Application In Synthesis of (S)-1-(2-Fluorophenyl)ethanol This article mentions the following:
Titanium complex of fluorous axially dissym. ligand (Ra*)-2,2′-bis[(R*)-perfluoro-1H-1-hydroxyoctyl]biphenyl (I) having perfluoroheptyl carbinol moieties catalyzed enantioselective addition of a Me group to aldehydes. Dimethylzinc prepared in situ by mixing ZnCl2 and Me magnesium bromide without removal of magnesium salt was more reactive for addition of Me group than dimethylzinc without magnesium salt, and gave up to 99% ee of the products. The high fluorine content of I was recoverable by the selective extraction with perfluorohexane. In the experiment, the researchers used many compounds, for example, (S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4Application In Synthesis of (S)-1-(2-Fluorophenyl)ethanol).
(S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. Alcohols may be oxidized to give ketones, aldehydes, and carboxylic acids. These functional groups are useful for further reactions. Oxidation of organic compounds generally increases the number of bonds from carbon to oxygen (or another electronegative element, such as a halogen), and it may decrease the number of bonds to hydrogen.Application In Synthesis of (S)-1-(2-Fluorophenyl)ethanol
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts