Synthesis of enantiomerically pure bay-region 3, 4-diol 1, 2-epoxide diastereomers and other derivatives of the potent carcinogen dibenz [c, h] acridine

…, S Kumar, N Shirai, DM Jerina

Index: Lehr, Roland E.; Kumar, Subodh; Shirai, Naohiro; Jerina, Donald M. Journal of Organic Chemistry, 1985 , vol. 50, # 1 p. 98 - 107

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Citation Number: 21

Abstract

The four enantiomerically pure bay-region 3, 4-diol 1, 2-epoxide diastereomers of dibenz [c, h] acridine were synthesized from the corresponding pure truns-3, 4-dihydroxy-3, 4-~ ydr~~~[c~] ac~~ e enantiomers. Racemic trans-3, 4-dihydroxy-3, 4-dihydrodibenz [c, h] acridine (7b) was prepared from trans-3, 4-bis (benzoyloxy)-1, 2, 3, 4-tetrahydrodibenz [c, h] acridine (3) by conventional means. Tetrahydro diester 3 was obtained, along with the ...