The Journal of Organic Chemistry

Synthesis of anti-and syn-diol epoxides of trans-4, 5-dihydro-4, 5-dihydroxybenzo [j] fluoranthene and trans-9, 10-dihydro-9, 10-dihydroxybenzo [j] fluoranthene

ZM He, JE Rice, EJ LaVoie

Index: He, Zhen-Min; Rice, Joseph E.; LaVoie, Edmond J. Journal of Organic Chemistry, 1992 , vol. 57, # 6 p. 1784 - 1789

Full Text: HTML

Citation Number: 10

Abstract

The preparation of diastereomeric anti-and syn-epoxides of benzoli] fluoranthene (BjF) 4, s and 9, lodihydrodiols is described. The anti-diol epoxides were prepared from the corresponding dihydrodiols by epoxidation with m-chloroperoxybenzoic acid. The isomeric syn-diol epoxides were synthesized by base-catalyzed (Amberlyte IRA-400) cyclization of the bromo triol derivatives which in turn were prepared from the respective dihydrodiols by ...