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The reaction of N-bromosuccinimide with ⊿ 5  -steroids such as, diosgenin, cholesterol, stigmasterol and dehydroisoandrosterone were studied. It was found that NBS in a solvent mixture of acetone, water and acetic acid (8:1:0.1) oxidises the olefinic bond of all the previous steroidal compounds to the corresponding transglycollic, 5α,6β-di-hydroxylic products in about 60% yield at room temperature.

Hydroxylation of ⊿ 5 -Steroids with N-Bromosuccinimide to 5α,6β-Diols