Abstract
The 13C NMR spectra of eight novel derivatives of bicyclo[2.2.2]‐ and ‐[3.2.1]octane have been recorded and analysed. These compounds were isolated and characterized as intermediates in the synthesis of a unique derivative of 1,2,3,3a,11b,11c‐hexahydroaporphine. Carbon chemical shift assignments of the molecules under investigation were based on 13C NMR theory including splitting patterns, differences in chemical shift values of carbons α and β to amino nitrogens in their protonated and non‐protonated forms, and through the anticipated shielding effects of γ‐syn and γ‐anti heteroatoms. This latter method of analysis was particularly useful in assigning the chemical shift values of carbons in the bicyclooctane region of the simpler molecules.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 759-766 |
| Number of pages | 8 |
| Journal | Magnetic Resonance in Chemistry |
| Volume | 23 |
| Issue number | 9 |
| DOIs | |
| State | Published - 1985 |
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All Science Journal Classification (ASJC) codes
- Chemistry(all)
- Materials Science(all)
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Studies in the synthesis of C‐ring bridged morphinans 3—13C NMR analysis of some simple and complex bicyclooctane derivatives. / Roche, Victoria F.; Nagel, Donald L.; Roche, Edward B.
In: Magnetic Resonance in Chemistry, Vol. 23, No. 9, 1985, p. 759-766.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Studies in the synthesis of C‐ring bridged morphinans 3—13C NMR analysis of some simple and complex bicyclooctane derivatives
AU - Roche, Victoria F.
AU - Nagel, Donald L.
AU - Roche, Edward B.
PY - 1985
Y1 - 1985
N2 - The 13C NMR spectra of eight novel derivatives of bicyclo[2.2.2]‐ and ‐[3.2.1]octane have been recorded and analysed. These compounds were isolated and characterized as intermediates in the synthesis of a unique derivative of 1,2,3,3a,11b,11c‐hexahydroaporphine. Carbon chemical shift assignments of the molecules under investigation were based on 13C NMR theory including splitting patterns, differences in chemical shift values of carbons α and β to amino nitrogens in their protonated and non‐protonated forms, and through the anticipated shielding effects of γ‐syn and γ‐anti heteroatoms. This latter method of analysis was particularly useful in assigning the chemical shift values of carbons in the bicyclooctane region of the simpler molecules.
AB - The 13C NMR spectra of eight novel derivatives of bicyclo[2.2.2]‐ and ‐[3.2.1]octane have been recorded and analysed. These compounds were isolated and characterized as intermediates in the synthesis of a unique derivative of 1,2,3,3a,11b,11c‐hexahydroaporphine. Carbon chemical shift assignments of the molecules under investigation were based on 13C NMR theory including splitting patterns, differences in chemical shift values of carbons α and β to amino nitrogens in their protonated and non‐protonated forms, and through the anticipated shielding effects of γ‐syn and γ‐anti heteroatoms. This latter method of analysis was particularly useful in assigning the chemical shift values of carbons in the bicyclooctane region of the simpler molecules.
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U2 - 10.1002/mrc.1260230916
DO - 10.1002/mrc.1260230916
M3 - Article
VL - 23
SP - 759
EP - 766
JO - Magnetic Resonance in Chemistry
JF - Magnetic Resonance in Chemistry
SN - 0749-1581
IS - 9
ER -