Cis-and trans-5, 8-dihydroxy-5, 6, 7, 8-tetrahydro-1, 4-naphthoquinone (1a, 1b) were for the first time synthesized from 5, 8-dihydroxy-1, 4-naphthoquinone (naphthazazine)(6) as a starting material and racemic triol (3) was first synthesized from 7. The configuration of 1a was determined by X-ray analysis.
[Tanoue, Yasuhiro; Sakata, Kazunori; Hashimoto, Mamoru; Morishita, Shin-ichi; Hamada, Moritsugu Bulletin of the Chemical Society of Japan, 1994 , vol. 67, # 9 p. 2593 - 2595]
