Ayya Swamy P, Chinna;Varenikov, Andrii;de Ruiter, Graham published 《Direct Asymmetric Hydrogenation and Dynamic Kinetic Resolution of Aryl Ketones Catalyzed by an Iridium-NHC Exhibiting High Enantio- and Diastereoselectivity》. The research results were published in《Chemistry – A European Journal》 in 2020.Safety of rel-(1R,2S)-1,2-Diphenylethane-1,2-diol The article conveys some information:
A chiral iridium carbene-oxazoline catalyst that is able to directly and efficiently hydrogenate a wide variety of ketones such as 1-(4-fluorophenyl)ethan-1-one, hex-5-en-2-one, 2-methyl-1-tetralone, etc. in excellent yields and good enantioselectivity (up to 93% ee) is reported. Moreover, when using racemic α-substituted ketones R1C(O)CH(CH3)S(O)2R2 (R1 = Ph, 4-fluorophenyl, 4-methoxyphenyl; R2 = morpholin-4-yl, piperidin-1-yl, pyrrolidin-1-yl), excellent diastereoselectivities were obtained (1S,2S)-R1CH(OH)CH(CH3)S(O)2R2 (dr 99:1) by dynamic kinetic resolution of the in situ formed enolate. Overall, the herein described hydrogenation occurs under ambient conditions using low hydrogen pressures, providing a direct and atom efficient method towards chiral secondary alcs. such as (S)-1-(4-fluorophenyl)ethanol, (S)-hex-5-en-2-ol, (1S,2S)-2-methylcyclohexanol, etc. The experimental procedure involved many compounds, such as rel-(1R,2S)-1,2-Diphenylethane-1,2-diol (cas: 579-43-1) .
Desymmetrization of rel-(1R,2S)-1,2-Diphenylethane-1,2-diol(cas:579-43-1 Safety of rel-(1R,2S)-1,2-Diphenylethane-1,2-diol) using chiral phosphine catalyst has been reported. Conversion of meso-hydrobenzoin to trans-stillbene oxide by treatment with an aryl sulfonyl chloride and aqueous sodium hydroxide has been reported.
Reference:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts