An accurate procedure for the determination of 1,2-diol groups in styrene glycol and poly-(vinyl alcohol) has been demonstrated. The diols are cloven with periodate and the excess of this is determined by means of standard arsenite solution.
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http://dx.doi.org/10.1016/0039-9140(76)80177-4 | DOI Listing |
Org Lett
January 2025
Arcus Biosciences, Inc, 3928 Point Eden Way, Hayward, California 94545, United States.
We disclose a stereodivergent strategy to prepare difluorinated tetralins from γ-substituted tetralones via a combination of catalyst-controlled transfer hydrogenation and substrate-controlled fluorinations. This process is easily scalable and amenable to highly functionalized substrates, as demonstrated here in the late-stage synthesis of casdatifan, a clinical-stage inhibitor of hypoxia-inducible factor-2α. Analysis of the physicochemical properties of casdatifan, which features a difluoride, revealed a higher level of facial polarization compared to its difluoride isomers.
View Article and Find Full Text PDFJ Org Chem
January 2025
Center for Analysis and Synthesis, Department of Chemistry, Lund University, Lund SE 221 00, Sweden.
A diastereospecific synthesis of vicinally substituted 2-oxazolidinones from α,β-unsaturated lactams using -chloroperoxybenzoic acid is reported. Several highly substituted 2-oxazolidinones were obtained in 19-46% yields in a one-pot reaction with complete control over the relative stereochemistry. The proposed reaction sequence consists of a Baeyer-Villiger oxidation, an epoxidation, and a concerted rearrangement.
View Article and Find Full Text PDFRSC Adv
December 2024
Pharmacy, Cosmetic Chemistry and Biotechnology Research Group, Łukasiewicz Research Network-Industrial Chemistry Institute Rydygiera 8 01-793 Warsaw Poland +48 453 056 175.
A critical evaluation of the feasibility of a previously published method for synthesising halomethyl carbinols from carbonyl compounds and CHBr or CHCl using a bimetallic TiCl-Mg complex is presented. The synthesis of compounds lacking the -CH- group in their structure was achieved by following the procedures proposed in the reference literature or by introducing modifications to selected process parameters. These compounds were not identified as expected β-halohydrins but as products of reductive dimerisation or subsequent pinacolic rearrangement of carbonyl substrates.
View Article and Find Full Text PDFInt J Mol Sci
November 2024
State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, China.
In the ongoing search for new vicinal diol natural products, four new (Migaones A-D, -) and four known (-) vicinal diol sesquiterpenoids were isolated from the branches and leaves of . Their structures were unequivocally determined by comprehensive spectroscopic analyses (HRESIMS, 1D, and 2D NMR), single-crystal X-ray diffraction, electronic circular dichroism calculations, and comparison with existing literature data. All compounds isolated from possess vicinal diol structural units except compound .
View Article and Find Full Text PDFMolecules
November 2024
Departamento de Química Orgánica e Inorgánica, Facultad de Ciencias, and Instituto del Agua, Cambio Climático y Sostenibilidad (IACYS)-Unidad de Química Verde y Desarrollo Sostenible, Universidad de Extremadura, 06006 Badajoz, Spain.
This publication reports a facile and convenient preparation of tri--acetyl-glucopyranoses, derived from the corresponding 2-deoxyaminosugar, where the vicinal anomeric and C2 positions are decorated by azido and (thio)ureido groups, respectively. This double functionalization leads to an inherently chiral core incorporating the versatile azido and (thio)ureido linkages prone to further manipulation. The latter also provides a structural element for hydrogen-bonded donor-acceptor (HB-DA) sites, which are of immense value in organocatalytic pursuits.
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