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Orientation of methanolic attack on the K-region epoxide of 7,12-dimethylbenz (a) anthracene
Authors:Lan K. Wong  Won H. Kim  Donald T. Witiak
Affiliation:1. Department of Pharmacology, College of Medicine, The Ohio State University, Columbus Ohio 43210 USA;2. Division of Medicinal Chemistry, College of Pharmacy, The Ohio State University, Columbus Ohio 43210 USA
Abstract:Methanolysis of the K-region epoxide of 7,12-dimethylbenz (a) anthracene (DMBA) gave rise to two hydroxy-methoxy derivatives which were dehydrated to 5-methoxy-DMBA and 6-methoxy-DMBA at a ratio of 5:1. The data indicate that methanol attacks preferentially at the 5-position of the arene oxide. These results are in accord with steric considerations of reactivity.
Keywords:To whom correspondence should be addressed: School of Pharmacy   721 Salk Hall   University of Pittsburgh   Pittsburgh   Pa. 15261.
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