Eur. J. Org. Chem.
 1999
DOI: 10.1002/(sici)1099-0690(199908)1999:8<1907::aid-ejoc1907>3.3.co;2-j
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Synthesis of Heterofunctionalised Diamines and Triamines by Hydroaminomethylation of Diallyl Ethers, -silanes, or -amines

Peter Eilbracht1,
Christian L. Kranemann
2
,
Lars Bärfacker
3
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Cited by 11 publications

(9 citation statements)
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“…Recently, efficient methods for the regiocontrolled hydroaminomethylation have been developed. , To test this method for the generation of dendritic polyamines we have prepared the dendritic polyallyl ether 1 on a multigram scale by allylation of hyperbranched polyglycerol ( M n = 5000 g/mol) using a simple phase-transfer protocol . Our first approach was the direct domino hydroaminomethylation of 1 with morpholin in the presence of Rh(acac)(CO) 2 and XANTPHOS as ligand.…”
Section: Resultsmentioning
confidence: 99%
“…From earlier investigations it was known that amines can coordinate with the catalyst and decrease the regioselectivity of the hydroaminomethylation. , For this reason the regioselective hydroformylation was carried out in the presence of the ligand and absence of amine. Thus, we performed first the hydroformylation of 1 in the presence of XANTPHOS and Rh(acac)(CO) 2 .…”
Section: Resultsmentioning
confidence: 99%
See 1 more Smart Citation
Exaggerated anticipatory anxiety is common in social anxiety disorder (SAD). Neuroimaging studies have revealed altered neural activity in response to social stimuli in SAD, but fewer studies have examined neural activity during anticipation of feared social stimuli in SAD. The current study examined the time course and magnitude of activity in threat processing brain regions during speech anticipation in socially anxious individuals and healthy controls (HC). Method Participants (SAD n = 58; HC n = 16) underwent functional magnetic resonance imaging (fMRI) during which they completed a 90s control anticipation task and 90s speech anticipation task.
“…Recently, efficient methods for the regiocontrolled hydroaminomethylation have been developed. , To test this method for the generation of dendritic polyamines we have prepared the dendritic polyallyl ether 1 on a multigram scale by allylation of hyperbranched polyglycerol ( M n = 5000 g/mol) using a simple phase-transfer protocol . Our first approach was the direct domino hydroaminomethylation of 1 with morpholin in the presence of Rh(acac)(CO) 2 and XANTPHOS as ligand.…”
Section: Resultsmentioning
confidence: 99%
“…From earlier investigations it was known that amines can coordinate with the catalyst and decrease the regioselectivity of the hydroaminomethylation. , For this reason the regioselective hydroformylation was carried out in the presence of the ligand and absence of amine. Thus, we performed first the hydroformylation of 1 in the presence of XANTPHOS and Rh(acac)(CO) 2 .…”
Section: Resultsmentioning
confidence: 99%
Exaggerated anticipatory anxiety is common in social anxiety disorder (SAD). Neuroimaging studies have revealed altered neural activity in response to social stimuli in SAD, but fewer studies have examined neural activity during anticipation of feared social stimuli in SAD. The current study examined the time course and magnitude of activity in threat processing brain regions during speech anticipation in socially anxious individuals and healthy controls (HC). Method Participants (SAD n = 58; HC n = 16) underwent functional magnetic resonance imaging (fMRI) during which they completed a 90s control anticipation task and 90s speech anticipation task.
“…N , N -Diallyldecanamide (8m): 19 According to continuous-flow procedure A, diallylamine (0.5 mmol, 61.7 μL) gave compound 8m (0.109 g, 87 %) as a pale yellow oil. IR: $\tilde {\nu}$ = 3298 (br.…”
Section: Methodsmentioning
confidence: 99%
“…13 [18] According to continuous-flow procedure A, morpholine (0.5 mmol, 43.3 μL) gave compound 8f 32 (m, 12 H), 0.81 (t, J = 6.5 Hz, 3 H) ppm. 13 N-Phenyldecanamide (8k): [15] According to continuous-flow pro- 13 N,N-Diallyldecanamide (8m): [19] According to continuous-flow procedure A, diallylamine (0.5 mmol, 61.7 μL) gave compound 8m Benzylacetamide (9a): [20] According to continuous-flow procedure B, benzylamine gave compound 9a [23] [24] N-Cyclohexylacetamide (9g): [25] N-Cyclohexyl-N-methylacetamide (9h): [26] According [27] Octyldecanoate (10b): [32] According to continuous-flow procedure C, Isopropyl Decanoate (10e): [33] According to continuous-flow procedure C, isopropanol gave compound 10e (0.071 g, 66 %) as a yellow oil. IR: ν = 2924 (s), 1732 (s), 1108 (s) cm -1 .…”
Section: -Tert-butoxydec-1-yne (3b)mentioning
confidence: 99%
Exaggerated anticipatory anxiety is common in social anxiety disorder (SAD). Neuroimaging studies have revealed altered neural activity in response to social stimuli in SAD, but fewer studies have examined neural activity during anticipation of feared social stimuli in SAD. The current study examined the time course and magnitude of activity in threat processing brain regions during speech anticipation in socially anxious individuals and healthy controls (HC). Method Participants (SAD n = 58; HC n = 16) underwent functional magnetic resonance imaging (fMRI) during which they completed a 90s control anticipation task and 90s speech anticipation task.
“…This effective domino sequence consists of an initial hydroformylation of alkenes to aldehydes,6 condensation with amines, and subsequent reduction step. Since its seminal discovery by Reppe in 1949,7 the past decades have witnessed several developments especially by the groups of Eilbracht5a, 8 and Zhang,9 as well as ourselves 10…”
Section: Methodsmentioning
confidence: 99%
Exaggerated anticipatory anxiety is common in social anxiety disorder (SAD). Neuroimaging studies have revealed altered neural activity in response to social stimuli in SAD, but fewer studies have examined neural activity during anticipation of feared social stimuli in SAD. The current study examined the time course and magnitude of activity in threat processing brain regions during speech anticipation in socially anxious individuals and healthy controls (HC). Method Participants (SAD n = 58; HC n = 16) underwent functional magnetic resonance imaging (fMRI) during which they completed a 90s control anticipation task and 90s speech anticipation task.
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