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The Serbian Academy of Science and Arts

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Acid-catalyzed rearrangement of some steroidal isoxazolidines

Rajković, Milica M.; Lorenc, Ljubinka B.; Juranić, Ivan; Vitnik, Željko; Mihailović, Milhailo Lj.

(Elsevier, 1999)

TY  - JOUR
AU  - Rajković, Milica M.
AU  - Lorenc, Ljubinka B.
AU  - Juranić, Ivan
AU  - Vitnik, Željko
AU  - Mihailović, Milhailo Lj.
PY  - 1999
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4391
AB  - Acid-catalyzed reaction of the steroidal Δ 1 -unsaturated 3β,5β- epoxyimino compound 2 and Δ 3 -unsaturated 1β,5β-epoxyimino products 3 and 7, results in intramolecular rearrangement involving the N-CH 3 group to give the corresponding perhydro-3,1-oxazine derivatives 9-11. Under similar reaction conditions, the saturated analogues 4, 6 and 8 remain unchanged. The difference in reactivity between the unsaturated and saturated compounds is studied and elucidated by the semiempirical molecular orbital MNDO-PM3 method.
PB  - Elsevier
T2  - Tetrahedron
T1  - Acid-catalyzed rearrangement of some steroidal isoxazolidines
VL  - 55
IS  - 21
SP  - 6681
EP  - 6690
DO  - 10.1016/S0040-4020(99)00314-2
ER  - 
@article{
author = "Rajković, Milica M. and Lorenc, Ljubinka B. and Juranić, Ivan and Vitnik, Željko and Mihailović, Milhailo Lj.",
year = "1999",
abstract = "Acid-catalyzed reaction of the steroidal Δ 1 -unsaturated 3β,5β- epoxyimino compound 2 and Δ 3 -unsaturated 1β,5β-epoxyimino products 3 and 7, results in intramolecular rearrangement involving the N-CH 3 group to give the corresponding perhydro-3,1-oxazine derivatives 9-11. Under similar reaction conditions, the saturated analogues 4, 6 and 8 remain unchanged. The difference in reactivity between the unsaturated and saturated compounds is studied and elucidated by the semiempirical molecular orbital MNDO-PM3 method.",
publisher = "Elsevier",
journal = "Tetrahedron",
title = "Acid-catalyzed rearrangement of some steroidal isoxazolidines",
volume = "55",
number = "21",
pages = "6681-6690",
doi = "10.1016/S0040-4020(99)00314-2"
}
Rajković, M. M., Lorenc, L. B., Juranić, I., Vitnik, Ž.,& Mihailović, M. Lj.. (1999). Acid-catalyzed rearrangement of some steroidal isoxazolidines. in Tetrahedron
Elsevier., 55(21), 6681-6690.
https://doi.org/10.1016/S0040-4020(99)00314-2
Rajković MM, Lorenc LB, Juranić I, Vitnik Ž, Mihailović ML. Acid-catalyzed rearrangement of some steroidal isoxazolidines. in Tetrahedron. 1999;55(21):6681-6690.
doi:10.1016/S0040-4020(99)00314-2 .
Rajković, Milica M., Lorenc, Ljubinka B., Juranić, Ivan, Vitnik, Željko, Mihailović, Milhailo Lj., "Acid-catalyzed rearrangement of some steroidal isoxazolidines" in Tetrahedron, 55, no. 21 (1999):6681-6690,
https://doi.org/10.1016/S0040-4020(99)00314-2 . .
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