This type of reactivity has quickly become one of the cornerstones of modern catalysis .In a patent, Quality Control of (S)-Butane-1,3-diol, name is (S)-Butane-1,3-diol, belongs to chiral-oxygen-ligands compound, introducing its new discovery. Quality Control of (S)-Butane-1,3-diol
Ketalization reaction of racemic 1,3-alkanediols with l-menthone gave a mixture of diastereomeric spiroketals that was easily separated by silica gel column chromatography and converted into enantiomerically pure diols by acid-catalyzed hydrolysis.
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Reference：
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate