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Reaction of a 5α-bromo-6β,19-epoxysteroid with BF3·Et2O/Ac2O: An evidence of a cyclic bromonium cation |
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| Abstract: | Treatment of 3β-acetoxy-5-bromo-6β,19-epoxy-5α-androstan-17-one with Ac2O and BF3·OEt2, produced the cleavage of the epoxy moiety and migration of the bromine atom to afford 3β,19-diacetoxy-6α-bromo-5-hydroxy-5β-androst-17-one in high yield. |
| Keywords: | 5α-Bromo-6β,19-epoxysteroid Bromine migration Cyclic bromonium Diequatorial bromohydrin 5β-Hydroxy-6α-bromosteroid |
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