Photochemically induced mercuric oxide - iodine oxidation of some unsaturated steroid compounds
Samo za registrovane korisnike
1994
Članak u časopisu (Objavljena verzija)
,
Elsevier
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
Photochemically induced HgO/I2 oxidation of cholest-5-en-3α-ol (6) and cholest-5-en-3β-ol (7) afforded (Scheme 3) products arising from the corresponding alkoxy radicals (12, 13 and 14a,b) and from attack of the I2O intermediate at the olefinic double bond (epoxides 15a and 16a,b respectively). With cholest-5-ene-1α,3β-diol 3-acetate (8) and cholest-7-ene-3β,5α-diol 3-acetate (9) the HgO/I2 oxidation led to unresolvable complex mixtures (Scheme 5). With the same reagent cholest-5-en-3α-ol acetate (10) and cholest-5-en-3β-ol acetate (11) underwent exclusively attack by I2O, to give epoxides 20a,b, iodohydrin 21, and rearranged products 19 and 22 (Scheme 7), in the case of 10, and predominantly epoxides 23a,b (Scheme 8), in the case of 11. © 1994.
Ključne reči:
unsaturated steroids / mercuric oxide/iodine reaction / epoxidation / stereochemistryIzvor:
Tetrahedron, 1994, 50, 6, 1833-1846Izdavač:
- Pergamon
Finansiranje / projekti:
- Serbian Research Fund
- Serbian Academy of Sciences and Arts
Institucija/grupa
IHTMTY - JOUR AU - Dabović, Milan AU - Bjelaković, Mira AU - Andrejević, V. AU - Lorenc, Ljubinka AU - Mihailović, Milhailo Lj. PY - 1994 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/2697 AB - Photochemically induced HgO/I2 oxidation of cholest-5-en-3α-ol (6) and cholest-5-en-3β-ol (7) afforded (Scheme 3) products arising from the corresponding alkoxy radicals (12, 13 and 14a,b) and from attack of the I2O intermediate at the olefinic double bond (epoxides 15a and 16a,b respectively). With cholest-5-ene-1α,3β-diol 3-acetate (8) and cholest-7-ene-3β,5α-diol 3-acetate (9) the HgO/I2 oxidation led to unresolvable complex mixtures (Scheme 5). With the same reagent cholest-5-en-3α-ol acetate (10) and cholest-5-en-3β-ol acetate (11) underwent exclusively attack by I2O, to give epoxides 20a,b, iodohydrin 21, and rearranged products 19 and 22 (Scheme 7), in the case of 10, and predominantly epoxides 23a,b (Scheme 8), in the case of 11. © 1994. PB - Pergamon T2 - Tetrahedron T1 - Photochemically induced mercuric oxide - iodine oxidation of some unsaturated steroid compounds VL - 50 IS - 6 SP - 1833 EP - 1846 DO - 10.1016/S0040-4020(01)80855-3 ER -
@article{ author = "Dabović, Milan and Bjelaković, Mira and Andrejević, V. and Lorenc, Ljubinka and Mihailović, Milhailo Lj.", year = "1994", abstract = "Photochemically induced HgO/I2 oxidation of cholest-5-en-3α-ol (6) and cholest-5-en-3β-ol (7) afforded (Scheme 3) products arising from the corresponding alkoxy radicals (12, 13 and 14a,b) and from attack of the I2O intermediate at the olefinic double bond (epoxides 15a and 16a,b respectively). With cholest-5-ene-1α,3β-diol 3-acetate (8) and cholest-7-ene-3β,5α-diol 3-acetate (9) the HgO/I2 oxidation led to unresolvable complex mixtures (Scheme 5). With the same reagent cholest-5-en-3α-ol acetate (10) and cholest-5-en-3β-ol acetate (11) underwent exclusively attack by I2O, to give epoxides 20a,b, iodohydrin 21, and rearranged products 19 and 22 (Scheme 7), in the case of 10, and predominantly epoxides 23a,b (Scheme 8), in the case of 11. © 1994.", publisher = "Pergamon", journal = "Tetrahedron", title = "Photochemically induced mercuric oxide - iodine oxidation of some unsaturated steroid compounds", volume = "50", number = "6", pages = "1833-1846", doi = "10.1016/S0040-4020(01)80855-3" }
Dabović, M., Bjelaković, M., Andrejević, V., Lorenc, L.,& Mihailović, M. Lj.. (1994). Photochemically induced mercuric oxide - iodine oxidation of some unsaturated steroid compounds. in Tetrahedron Pergamon., 50(6), 1833-1846. https://doi.org/10.1016/S0040-4020(01)80855-3
Dabović M, Bjelaković M, Andrejević V, Lorenc L, Mihailović ML. Photochemically induced mercuric oxide - iodine oxidation of some unsaturated steroid compounds. in Tetrahedron. 1994;50(6):1833-1846. doi:10.1016/S0040-4020(01)80855-3 .
Dabović, Milan, Bjelaković, Mira, Andrejević, V., Lorenc, Ljubinka, Mihailović, Milhailo Lj., "Photochemically induced mercuric oxide - iodine oxidation of some unsaturated steroid compounds" in Tetrahedron, 50, no. 6 (1994):1833-1846, https://doi.org/10.1016/S0040-4020(01)80855-3 . .