Gao, Xiaofang;Lin, Jiani;Zhang, Li;Lou, Xinyao;Guo, Guanghui;Peng, Na;Xu, Huan;Liu, Yi published 《Iodine-Initiated Dioxygenation of Aryl Alkenes Using tert-Butylhydroperoxides and Water: A Route to Vicinal Diols and Bisperoxides》 in 2021. The article was appeared in 《Journal of Organic Chemistry》. They have made some progress in their research.Reference of rel-(1R,2S)-1,2-Diphenylethane-1,2-diol The article mentions the following:
An environment-friendly and efficient dioxygenation of aryl alkenes for the construction of vicinal diols ArCH(OH)CH(OH)R [Ar = Ph, 2-MeC6H4, 4-MeC6H4, etc.; R = H, Br, Me, etc.] was developed in water with iodine as the catalyst and tert-butylhydroperoxides (TBHPs) as the oxidant. The protocol was efficient, sustainable, and operationally simple. Detailed mechanistic studies indicated that one of the hydroxyl groups was derived from water and the other one was derived from TBHP. Addnl., the bisperoxides ArCH(OOtBu)CH(OOtBu)R [Ar = Ph, 4-MeC6H4, 3-FC6H4, etc.] could be obtained in good yields with iodine as the catalyst, Na2CO3 as the additive, and propylene carbonate as the solvent, instead. And rel-(1R,2S)-1,2-Diphenylethane-1,2-diol (cas: 579-43-1) was used in the research process.
Desymmetrization of rel-(1R,2S)-1,2-Diphenylethane-1,2-diol(cas:579-43-1 Reference 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.
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