Synthesis and isomerization of arene oxide metabolites of phenanthrene, triphenylene, dibenz [a, c] anthracene and dibenz [a, h] anthracene

…, ND Sharma, F Hempenstall, A Smith

Index: Balani; Brannigan; Boyd; Sharma; Hempenstall; Smith Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 9 p. 1091 - 1097

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Citation Number: 12

Abstract

Dibenz [a, h] anthracene 3, 4-oxide 5ARS, synthesised from the enantiopure dibromoMTPA precursor 9ARRS*, was found to have totally racemized and to be accompanied by benz [5, 6] anthra [1, 2-b] oxepine 11A. Phenanthrene 3, 4-oxide 5BRS, obtained from the enantiopure bacterial metabolite cis-3, 4-dihydroxy-3, 4-dihydrophenanthrene 12B by a modified synthetic approach involving the chlorohydrin ester 16B, was observed to ...

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