Synthesis of the enantiomeric bay-region diol epoxides of benz [a] anthracene and chrysene

H Yagi, KP Vyas, M Tada, DR Thakker…

Index: Yagi, Haruhiko; Vyas, Kamlesh P.; Tada, Masao; Thakker, Dhiren R.; Jerina, Donald M. Journal of Organic Chemistry, 1982 , vol. 47, # 6 p. 1110 - 1117

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Citation Number: 44

Abstract

Both trans-3, 4-dihydroxy-3, 4dhydrobenz [a] anthracene and trans-l, 2-dihydroxy-l, 2- dihydrochrysene are known proximate carcinogens of their respective hydrocarbons. The present study describes the synthesis of their (+)-and (-)-enantiomers as well as the diastereomeric pair of bay-region diol epoxides formed from each enantiomer when the double bond of the dihydrodiol ring is epoxidized either cis (isomer-1 series) or trans ( ...