Metal complexes-catalyzed hydrolysis and alcoholysis of organic substrates and their application to kinetic resolution

Metal complexes-catalyzed hydrolysis and alcoholysis of organic substrates such as alkenyl esters, alkenyl ethers, and azlactones (oxazol-5(4H)-ones) are described. These reactions were applied for kinetic resolution of chiral compounds and high selectivities were achieved with vinyl ethers of 2-substituted cyclohexanols, 1,1′-bi-2-naphthols, 1,1′-bi-2-phenols, and 4,4-disubstituted azlactones. Oxidative carbon–carbon bond cleavage reactions, which were found in the course of the study of asymmetric hydrolysis were also described.

Graphical abstractMetal complexes-catalyzed hydrolysis and alcoholysis of organic substrates such as vinyl ethers and azlactones and its application to kinetic resolution has been achieved with moderate to high selectivities. Oxidative carbon–carbon bond cleavage reactions, which were found in the course of the study of asymmetric hydrolysis were also described.Figure optionsDownload full-size imageDownload as PowerPoint slide