Name: rel-(1R,2S)-1,2-Diphenylethane-1,2-diolIn 2020, Luca, Lorena De;Mezzetti, Antonio published 《Chiral Benzoins via Asymmetric Transfer Hemihydrogenation of Benzils: The Detail that Matters》. 《Journal of Organic Chemistry》published the findings. The article contains the following contents:
The synthesis of enantiomerically pure benzoins by hydrogenation of readily available benzils was long thwarted by their base sensitivity. It was shown here that an iron(II) hydride complex catalyzes the asym. transfer hydrogenation of benzils from 2-propanol. When strictly base-free conditions are granted, excellent enantioselectivity was achieved even with o-substituted substrates, which are particularly challenging to prepare with other methods. Hence, under optimized reaction conditions, chiral benzoins were prepared in good yields (up to 83%) and excellent enantioselectivity (up to 98% ee) in short reaction times (30-75 min). Also, this work confirms that both enantiomers of the benzoin products can be accessed when a metal catalyst is used, which is a clear advantage over enzymic methods. To complete the study, the researchers used 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 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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