Absolute configurations of (+)- and (–)-1,2,3,4-tetrahydroanthracen-2-ol

Abstract

The absolute stereochemistry of the title compounds was determined by sequential methylation, ozonolysis, oxidation with peroxyformic acid, and esterification to form (+)- and (–)-dimethyl β-methoxyadipate of known configuration. From the optical rotation of the latter methoxyadipate, the optical purity of the previously resolved (+)- and (–)-1,2,3,4-tetrahydroanthracen-2-ols could be determined.