biostudies-literatureUnknown29(5)Bauder CA convenient protocol for the synthesis of 25,26,27-tribenzoyl-28-[((<i>S</i>)-1-diphenylphos- phanyl-propan-2-yl)oxy]-calix[4]arene via stereospecific methylation on Evans' oxazolidinone moiety was reported. According to the ¹³C NMR analysis of this phosphine, the calix[4]arene skeleton adopted a 1,3-alternate conformation. The latter conformation of the macrocycle and the (<i>S</i>)-chirality of the carbon atom bearing the methyl substituent were confirmed by a single-crystal X-ray diffraction study. After coordination of the phosphinated ligand to the dimeric [RuCl₂(<i>p</i>-cymene)]₂ organometallic precursor, the resulting arene-ruthenium complex was tested in the asymmetric reduction of acetophenone and alcohol was obtained with modest enantiomeric excess.Molecules (Basel, Switzerland)1156https://www.ebi.ac.uk/biostudies/studies/S-EPMC10934826biostudies-literatureOptically Pure Calixarenyl Phosphine via Stereospecific Alkylation on Evans' Oxazolidinone Moiety.PMC10934826Semeril DBauder CfalseOptically Pure Calixarenyl Phosphine via Stereospecific Alkylation on Evans' Oxazolidinone Moiety.A convenient protocol for the synthesis of 25,26,27-tribenzoyl-28-[((<i>S</i>)-1-diphenylphos- phanyl-propan-2-yl)oxy]-calix[4]arene via stereospecific methylation on Evans' oxazolidinone moiety was reported. According to the ¹³C NMR analysis of this phosphine, the calix[4]arene skeleton adopted a 1,3-alternate conformation. The latter conformation of the macrocycle and the (<i>S</i>)-chirality of the carbon atom bearing the methyl substituent were confirmed by a single-crystal X-ray diffraction study. After coordination of the phosphinated ligand to the dimeric [RuCl₂(<i>p</i>-cymene)]₂ organometallic precursor, the resulting arene-ruthenium complex was tested in the asymmetric reduction of acetophenone and alcohol was obtained with modest enantiomeric excess.2024-01-01T00:00:00Z2024 Mar2026-06-26T03:26:01.193Z2025-04-06T14:32:56.244ZS-EPMC109348263847466710.3390/molecules29051156