Orientation of methanolic attack on the K-region epoxide of 7,12-dimethylbenz (a) anthracene |
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Authors: | Lan K. Wong Won H. Kim Donald T. Witiak |
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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 |
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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. |
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Keywords: | To whom correspondence should be addressed: School of Pharmacy 721 Salk Hall University of Pittsburgh Pittsburgh Pa. 15261. |
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