Pilevar, Afsaneh;Hosseini, Abolfazl;Becker, Jonathan;Schreiner, Peter R. published 《Syn-Dihydroxylation of Alkenes Using a Sterically Demanding Cyclic Diacyl Peroxide》 in 2019. The article was appeared in 《Journal of Organic Chemistry》. They have made some progress in their research.Name: rel-(1R,2S)-1,2-Diphenylethane-1,2-diol The article mentions the following:
The syn-dihydroxylation of alkenes is a highly valuable reaction in organic synthesis. Cyclic acyl peroxides (CAPs) have emerged recently as promising candidates to replace the commonly employed toxic metals for this purpose. Here, we demonstrate that the structurally demanding cyclic peroxide spiro[bicyclo[2.2.1]heptane-2,4′-[1,2]dioxolane]-3′,5′-dione (P4) can be effectively used for the syn-dihydroxylation of alkenes. Reagent P4 also shows an improved selectivity for dihydroxylation of alkenes bearing β-hydrogens as compared to other CAPs, where both diol and allyl alc. products compete with each other. Furthermore, the use of enantiopure P4 (labeled P4′) demonstrates the potential of P4′ for a metal-free asym. syn-dihydroxylation of alkenes. 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 Name: 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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