Enantioselective Reduction of Ketones Induced by a C2-Symmetrical Chiral Hydroxyamide/Titanium(IV) Complex was written by Phothongkam, Supannee;Uang, Biing-Jiun. And the article was included in Asian Journal of Organic Chemistry in 2015.Safety of (R)-4-(1-Hydroxyethyl)benzonitrile This article mentions the following:
An efficient catalytic system based on the use of a chiral titanium complex generated in situ for the enantioselective reduction of ketones as acetophenone, 1-tetralone, etc. using catecholborane as a reducing agent was developed. The reaction employed the chiral β-hydroxyamide ligand, which can be easily prepared from inexpensive and com. available starting materials, in combination with titanium tetraisopropoxide to achieve enantioenriched secondary alcs. such as (R)-1-tetralol, (R)-1-(2-thienyl)ethanol, etc. in good yields and with up to >99% ee. In the experiment, the researchers used many compounds, for example, (R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6Safety of (R)-4-(1-Hydroxyethyl)benzonitrile).
(R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Safety of (R)-4-(1-Hydroxyethyl)benzonitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts