Carbon-13 NMR Shift Assignments of Amines and Alkaloids by Maurice Shamma, David M. Hindenlang (auth.)

By Maurice Shamma, David M. Hindenlang (auth.)

The target of this e-book is to collect less than one disguise lots of the information almost immediately on hand at the carbon-13 nuclear magnetic resonance (cmr) spectra of alkaloids. The time period "alkaloids" is used the following in a really wide feel to incorporate artificial analogues of the ordinary items. uncomplicated version amines also are integrated when you consider that those usually provide the fundamental details required within the project of chemical shifts for the extra advanced compounds. The literature on alkaloid cmr spectroscopy has been coated via 1977, however the collec­ tion of compounds awarded here's illustrative instead of exhaustive. The papers integrated within the reference checklist have enough money additional details not just at the cmr assignments of the actual compounds supplied right here, but additionally include info on extra similar buildings. just a couple of dimeric indole alkaloids are integrated on account that to a wide quantity their cmr spectra may be corre­ lated without delay with these in their monomeric analogues. the current quantity is hence a consultant empirical compendium of cmr assignments focusing upon alkaloids and version amines, and is meant to help cmr study in heterocyclic and alkaloid chemistry. The compounds and knowledge provided during this publication are categorised and arranged in line with structural similarity. the aim of this type of presenta­ tion is to illustrate the typical cmr features of a given structural sort, whereas additionally facilitating an empirical review of the cmr spectral alterations in particular because of quite minor adaptations in oxidation point, substitution, or stereochemistry.

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2 CR. 4 Ref. 22 33 5. 7 l N 52. 7 CHa Ref. 5 CH2 0H Ref. 5 Ref. 21 34 86 5. 9 OR 34.! 0 Ref. 3l CR3 s.! 6 Ref. 27 88 1-Methyl-4-phenylpiperidine Ref. 28 35 5. PIPERIDINES 89 1-Metbyl-4-pbenylpiperidin-4-o1 OR Ref. 3 Ref. 5 Ref. 28 36 92 5. PIPERIDINES 1,3-Dimetbyl-4-pbenylpiperidin-4-o1 (a; isomer) OR Ref. 2 Ref. 3 2 6 . 9 CR 3 Ref. 24; see also Ref. 18 5. 1 Ref. 7 N I CH3 Ref. 0CH 3 Ref. 24 5. 2 N I 4UCHa Ref. 9 a Ref. 8 Ref. 29 S. PIPERIDINES 101 39 3-Carbomethoxy-A2-piperideine Q:roorn. 8 N H Ref.

4 Ref. 21; see also Refs. 2 H Ref. 21; see also Refs. 22, 23 27 5. 0 N H Ref. 23; see also Ref. 9 H Ref. 23; see also Ref. 9 Ref. 21; see also Refs. 22, 24 5. 4 Ref. 7CRa Ref. 5 "'R R Ref. 23; see also Ref. 22 30 74 5. '" N H "'H Ref. 6 Ref. 0 Ref. 23 5. 2 Ref. 1 Ref. 1 Ref. 22 32 80 5. 2 I CR. Ref. 9~ CR. 3 Ref. 2 CR. 4 Ref. 22 33 5. 7 l N 52. 7 CHa Ref. 5 CH2 0H Ref. 5 Ref. 21 34 86 5. 9 OR 34.! 0 Ref. 3l CR3 s.! 6 Ref. 27 88 1-Methyl-4-phenylpiperidine Ref. 28 35 5. PIPERIDINES 89 1-Metbyl-4-pbenylpiperidin-4-o1 OR Ref.

7 Ref. 38 6. S~LE EN~ES 49 130 (neat) Ref. 1 Ref. 7 Ref. 38 6. 9 CH. 4 Ref. 9 CH. 4 Ref. 5 CH. I ~~2" C C /H H/'OO""'U"O. 1 Ref. 38 6. SIMPLE ENAMINES 136 51 N-Cyclohexenylpiperidine (CaCl,) n¥Q ,. 4 Ref. 9 Ref. 2 "Qu. 3 Ref. 39 6. 7 Ref. 7 Ref. 1 Ref. 39 6. 7 ",Ou. 9 Ref. 4 Ref. 6 Ref. 39 54 6. 1 Ref. 5 Ref. 40 7. 9 Ref. 21 148 Tropinone Ref. 6 a 55 Ref. 21 56 150 7. 6 H Ref. 3 ". ::7 OH Ref. 9CH3 ...... ,~ ~, ~::: C 6 H 5 COO' H Ref. 3CH........ Hs Ref. 4CH. 6 Ref. 2CH. 2 I # 155 •1 o-C-C o H 136 1 .

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