Diastereoface Differentiating Peracid Oxidation of the Enol Ether Derived from Cyclohexanone and 2,4-Pentanediol: Preparation of Optically Pure 2-Hydroxycyclohexanone Acetal

Article abstract of DOI:10.1016/S0957-4166(00)86013-9

Diastereoface differentiating m-chloroperbenzoic acid oxidation of the chiral enol ether prepared from cyclohexanone and optically active 2,4-pentanediol proceeded from -72 to 39 deg C to give a diastereomeric mixture of the corresponding 2-hydroxycyclohexanone acetal.The diastereomeric excess of the product reached almost 100 percent at -72 deg C.