1H n.m.r. spectra of some bicyclic compounds: I—relative configurations of the diastereomeric endo‐α‐methyl‐5‐norbornene‐2‐methanols, the corresponding saturated analogues, and their cyclization ether products
Само за регистроване кориснике
1977
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
The configurational and conformational relationship at C‐2 and C‐α in the two racemic diastereomeric endo‐α‐methyl‐5‐norbornene‐2‐methanols and the corresponding saturated endo‐α‐methyl‐2‐norbornanemethanols were determined by first‐order analysis of the 1H n.m.r. spectra of these compounds and of their cyclization ether products, i.e. 3‐methyl‐2‐oxatricyclo[4.2.1.04,8]nonanes and 5‐methyl‐4‐oxatricyclo[4.3.0.03,8]nonanes. In addition, the conformational preference of the hydroxyl group in the unsaturated and saturated alcohols was confirmed by the lanthanide induced shift technique, using Eu(fod)3 as shift reagent, combined with a computer program involving various conformations of the –CHOHMe group.
Кључне речи:
H n.m.r. spectra / bicyclic compounds / cyclization ether products / unsaturated and saturated alcohols / NMR spectrometryИзвор:
Organic Magnetic Resonance, 1977, 9, 4, 229-234Издавач:
- Wiley
DOI: 10.1002/mrc.1270090411
ISSN: 0030-4921; 1097-458X
Scopus: 2-s2.0-84986734481
Институција/група
IHTMTY - JOUR AU - Mihailović, Milhailo Lj. AU - Milosavljević, Slobodan AU - Jeremić, Dragoslav AU - Milovanović, Jovan N. PY - 1977 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/4549 AB - The configurational and conformational relationship at C‐2 and C‐α in the two racemic diastereomeric endo‐α‐methyl‐5‐norbornene‐2‐methanols and the corresponding saturated endo‐α‐methyl‐2‐norbornanemethanols were determined by first‐order analysis of the 1H n.m.r. spectra of these compounds and of their cyclization ether products, i.e. 3‐methyl‐2‐oxatricyclo[4.2.1.04,8]nonanes and 5‐methyl‐4‐oxatricyclo[4.3.0.03,8]nonanes. In addition, the conformational preference of the hydroxyl group in the unsaturated and saturated alcohols was confirmed by the lanthanide induced shift technique, using Eu(fod)3 as shift reagent, combined with a computer program involving various conformations of the –CHOHMe group. PB - Wiley T2 - Organic Magnetic Resonance T1 - 1H n.m.r. spectra of some bicyclic compounds: I—relative configurations of the diastereomeric endo‐α‐methyl‐5‐norbornene‐2‐methanols, the corresponding saturated analogues, and their cyclization ether products VL - 9 IS - 4 SP - 229 EP - 234 DO - 10.1002/mrc.1270090411 ER -
@article{ author = "Mihailović, Milhailo Lj. and Milosavljević, Slobodan and Jeremić, Dragoslav and Milovanović, Jovan N.", year = "1977", abstract = "The configurational and conformational relationship at C‐2 and C‐α in the two racemic diastereomeric endo‐α‐methyl‐5‐norbornene‐2‐methanols and the corresponding saturated endo‐α‐methyl‐2‐norbornanemethanols were determined by first‐order analysis of the 1H n.m.r. spectra of these compounds and of their cyclization ether products, i.e. 3‐methyl‐2‐oxatricyclo[4.2.1.04,8]nonanes and 5‐methyl‐4‐oxatricyclo[4.3.0.03,8]nonanes. In addition, the conformational preference of the hydroxyl group in the unsaturated and saturated alcohols was confirmed by the lanthanide induced shift technique, using Eu(fod)3 as shift reagent, combined with a computer program involving various conformations of the –CHOHMe group.", publisher = "Wiley", journal = "Organic Magnetic Resonance", title = "1H n.m.r. spectra of some bicyclic compounds: I—relative configurations of the diastereomeric endo‐α‐methyl‐5‐norbornene‐2‐methanols, the corresponding saturated analogues, and their cyclization ether products", volume = "9", number = "4", pages = "229-234", doi = "10.1002/mrc.1270090411" }
Mihailović, M. Lj., Milosavljević, S., Jeremić, D.,& Milovanović, J. N.. (1977). 1H n.m.r. spectra of some bicyclic compounds: I—relative configurations of the diastereomeric endo‐α‐methyl‐5‐norbornene‐2‐methanols, the corresponding saturated analogues, and their cyclization ether products. in Organic Magnetic Resonance Wiley., 9(4), 229-234. https://doi.org/10.1002/mrc.1270090411
Mihailović ML, Milosavljević S, Jeremić D, Milovanović JN. 1H n.m.r. spectra of some bicyclic compounds: I—relative configurations of the diastereomeric endo‐α‐methyl‐5‐norbornene‐2‐methanols, the corresponding saturated analogues, and their cyclization ether products. in Organic Magnetic Resonance. 1977;9(4):229-234. doi:10.1002/mrc.1270090411 .
Mihailović, Milhailo Lj., Milosavljević, Slobodan, Jeremić, Dragoslav, Milovanović, Jovan N., "1H n.m.r. spectra of some bicyclic compounds: I—relative configurations of the diastereomeric endo‐α‐methyl‐5‐norbornene‐2‐methanols, the corresponding saturated analogues, and their cyclization ether products" in Organic Magnetic Resonance, 9, no. 4 (1977):229-234, https://doi.org/10.1002/mrc.1270090411 . .