Improved syntheses of (.+-.)-trans-9, 10-dihydroxy-9, 10-dihydrobenzo [a] pyrene and of (.+-.)-trans-1, 2-dihydroxy-1, 2-dihydrodibenz [a, h] anthracene

F Oesch, G Stillger, H Frank…

Index: Oesch, Franz; Stillger, Gisela; Frank, Heinz; Platt, Karl L. Journal of Organic Chemistry, 1982 , vol. 47, # 3 p. 568 - 571

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Citation Number: 8

Abstract

OBZ OH than the cis isomer 4a, whereas the trans diol 3b has as usual a smaller Rf value than its cis isomer 4b. The remaining steps to 6b were performed essentially as described in the 1iterat~ re. l~ For the synthesis of 13b, dibenz [a, h] anthracene was hydrogenated in the presence of sodium in boiling n-pentanol in 65% yield to 1, 2, 3, 4, 7, 8, 9, 10, 11, 14- decahydro-benz [a, h] anthracene (7). LijinskP obtained under similar conditions a mixture ...