The Journal of Organic Chemistry

Synthesis of dihydro diols and diol epoxides of benzo [f] quinoline

SK Dubey, S Kumar

Index: Dubey, Sushil K.; Kumar, Subodh Journal of Organic Chemistry, 1986 , vol. 51, # 18 p. 3407 - 3412

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Citation Number: 14

Abstract

The syntheses of two non-K-region trans dihydro diols 21 and 30 and three diol epoxides 23, 26, and 36 of benzo [flquinoline (1) are described. The dihydro diols 21 and 30 were obtained from 7, 8, 9, 10-tetrahydrobenzo [flquinoline (3) via the trans-7, 8-diacetoxy-7, 8, 9, l0-tetrahydrobenzo [flquinoline (14) and its trans 9, lO-diacetoxy isomer (15) by benzylic bromination followed by dehydrobromination. The trans tetrahydro diacetates 14 and 15 ...