The oxidation of 3-hydroxy-3-methyl-Δ4-steroids by chromium trioxide

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UYANIK C., Hanson J. R., Hitchcock P. B.

Journal of Chemical Research - Part S, sa.12, ss.795-797, 2003 (SCI-Expanded, Scopus)

• Yayın Türü: Makale / Tam Makale
• Basım Tarihi: 2003
• Doi Numarası: 10.3184/030823403322840422
• Dergi Adı: Journal of Chemical Research - Part S
• Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
• Sayfa Sayıları: ss.795-797
• Anahtar Kelimeler: 3-hydroxy-3-methyl-Δ4-steroids, Chromium trioxide, Epoxidation, Oxidation, Tertiary allylic alcohols
• Kocaeli Üniversitesi Adresli: Evet

Özet

Oxidation of the allylic tertiary alcohols of 3-hydroxy-3-methyl-Δ 4-steroids by chromium trioxide in sulfuric acid leads to C-C bond fission together with the formation of a 3-methylestra-1,3,5(10)-triene from a 19-nor steroid and a 3β,4β-epoxy-5β-hydroxy compound from an androstane; the structure of the hydroxy-epoxide was established by X-ray crystallography.