Oxidation of steroidal 5-en-3β-ols with Jones reagent in ether
Apstrakt
The two-phase oxidation of steroidal 5-en-3β-ol (via 5-en-3-ones) into corresponding 4-en-3,6-diones in diethyl ether with Jones reagent was investigated. It was found that the system Jones reagent/diethyl ether enables short reaction times and easy isolation of the obtained products. The exclusive abstraction of 4α-hydrogen during oxidation, together with molecular mechanics (MM2), and semiempirical (PM3) calculations, suggest that boat conformation of ring A precedes the formation of corresponding radicals (or cations). © 1994.
Ključne reči:
4-en-3,6-diones / 4β-deuteriocholesterol / Jones reagent / molecular mechanics / oxidationIzvor:
Steroids, 1994, 59, 5, 330-334Kolekcije
Institucija/grupa
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Šolaja, Bogdan A. AU - Milić, Dragana AU - Došen-Mićović, Ljiljana PY - 1994 UR - https://cherry.chem.bg.ac.rs/handle/123456789/39 AB - The two-phase oxidation of steroidal 5-en-3β-ol (via 5-en-3-ones) into corresponding 4-en-3,6-diones in diethyl ether with Jones reagent was investigated. It was found that the system Jones reagent/diethyl ether enables short reaction times and easy isolation of the obtained products. The exclusive abstraction of 4α-hydrogen during oxidation, together with molecular mechanics (MM2), and semiempirical (PM3) calculations, suggest that boat conformation of ring A precedes the formation of corresponding radicals (or cations). © 1994. T2 - Steroids T1 - Oxidation of steroidal 5-en-3β-ols with Jones reagent in ether VL - 59 IS - 5 SP - 330 EP - 334 DO - 10.1016/0039-128X(94)90122-8 ER -
@article{ author = "Šolaja, Bogdan A. and Milić, Dragana and Došen-Mićović, Ljiljana", year = "1994", abstract = "The two-phase oxidation of steroidal 5-en-3β-ol (via 5-en-3-ones) into corresponding 4-en-3,6-diones in diethyl ether with Jones reagent was investigated. It was found that the system Jones reagent/diethyl ether enables short reaction times and easy isolation of the obtained products. The exclusive abstraction of 4α-hydrogen during oxidation, together with molecular mechanics (MM2), and semiempirical (PM3) calculations, suggest that boat conformation of ring A precedes the formation of corresponding radicals (or cations). © 1994.", journal = "Steroids", title = "Oxidation of steroidal 5-en-3β-ols with Jones reagent in ether", volume = "59", number = "5", pages = "330-334", doi = "10.1016/0039-128X(94)90122-8" }
Šolaja, B. A., Milić, D.,& Došen-Mićović, L.. (1994). Oxidation of steroidal 5-en-3β-ols with Jones reagent in ether. in Steroids, 59(5), 330-334. https://doi.org/10.1016/0039-128X(94)90122-8
Šolaja BA, Milić D, Došen-Mićović L. Oxidation of steroidal 5-en-3β-ols with Jones reagent in ether. in Steroids. 1994;59(5):330-334. doi:10.1016/0039-128X(94)90122-8 .
Šolaja, Bogdan A., Milić, Dragana, Došen-Mićović, Ljiljana, "Oxidation of steroidal 5-en-3β-ols with Jones reagent in ether" in Steroids, 59, no. 5 (1994):330-334, https://doi.org/10.1016/0039-128X(94)90122-8 . .