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showing 10 items of 2320 documents
1,2-Asymmetric Induction in Diastereoselective Zwitterionic Aza-Claisen Rearrangements: Key Steps in Optically Active Alkaloid Synthesis
2013
The zwitterionic aza-Claisen rearrangement of optically active N-allylpyrrolidines and α-phenoxyacetyl fluorides proceeds with complete simple diastereoselectivity (internal asymmetric induction) and complete 1,2-asymmetric induction to generate a new C–C bond adjacent to a chiral C-N-Boc functionality. The resulting γ,δ-unsaturated amides were cyclised to give the corresponding pyrrolizidinones, which enabled the determination of the relative configuration of the stereotriads. Vinyl group degradation and a final lactam reduction gave an optically active analogue of (+)-petasinine (a pyrrolizidine alkaloid). Furthermore, the stereotriad-containing amides should be useful key intermediates f…
ChemInform Abstract: A New Tandem Cross Metathesis-Intramolecular Aza-Michael Reaction for the Synthesis of α,α-Difluorinated Lactams.
2012
Difluorinated amides are treated with methyl vinyl ketone or analogous esters to produce the desired γ- and δ-lactam units including optically active versions.
Kinetische Racematspaltungen ausgehend vonrac-Alkoholen oderrac-Carbonsäurehalogeniden unter Mitwirkung optisch aktiver Induktorbasen
1989
Bei der Umsetzung eines Molaquivalents achiraler Carbonsaurehalogenide mit zwei Molaquivalenten rac-Alkoholen entstehen unter Mitwirkung von einem Molaquivalent einer optisch aktiven Induktorbase (tertiares Amin) partiell optisch aktive Ester sowie partiell optisch aktive Alkohole in zum Teil hoher optischer Reinheit (60 – 70%). Der im Ester gebundene Anteil an Alkohol sowie der nicht umgesetzte Alkohol haben entgegengesetzte Konfiguration. Der Induktionsgrad ist ahnlich hoch, wenn man zwei Molaquivalente eines rac-Carbonsaurehalogenids mit je einem Molaquivalent eines achiralen Alkohols und einer Induktorbase umsetzt. Der Carbonsaureanteil im Ester und die freie Saure haben entgegengesetzt…
An efficient entry to optically active anti- and syn-beta-amino-alpha-trifluoromethyl alcohols.
2008
The reaction of chiral 5,6-dihydro-2H-1,4-oxazin-2-ones with TMSCF3 in the presence of a suitable activator leads to trifluoromethyl lactols, which can be selectively reduced to anti-beta-amino-alpha-trifluoromethyl alcohols. The corresponding syn diastereoisomers are obtained when the starting imines are reduced and the nitrogen atom is conveniently protected. In addition, a novel rearrangement of the CF3 group in the lactol intermediates has been observed. This represents a formal CF3 addition to the imine function in the starting substrates.
Studien zum Vorgang der Wasserstoffübertragung, 41. Elektroreduktion von Acetophenon unter Mitwirkung optisch aktiver Leitsalze
1977
Die Anderung des Carbinol/Pinakol-Verhaltnisses2) (C/P) und der optischen Induktion bei der Elektroreduktion von Acetophenon mit (1 R, 2S)-N-(3-Cyanpropyl)-N-methylephedriniumbromid (1) und (1 R, 2 S)-N,N-Dimethylephedriniumbromid (2) als Leitsalze wird untersucht in Abhangigkeit: a) vom Potential (Tabelle 1), b) von der Stromdichte (Tabelle 2), c) von Pulsbedingungen (Tabelle 3), d) vom pH (Tabelle 4), e) von der Anwesenheit anderer Kationen (Tabelle 5), f) vom Losungsmittel (Tabelle 6), g) von der Temperatur (Tabelle 7) und h) von der Art des Elektrodenmaterials (Tabelle 8). — Es werden tensammetrische und cyclovoltammetrische Messungen durchgefuhrt. Die in trockenem Dimethylformamid erha…
Racemattrennung, Kristallstruktur und histaminartige Wirkung von 4-[1-(2-Aminoethylthio)ethyl]-5-methylimidazol
1983
Es wird die Racemattrennung von 4-[1-(2-Aminoethylthio)ethyl]-5-methylimidazol (1) mittels optisch aktiver Di-O-(p-toluoyl)weinsaure sowie die histaminartige Wirksamkeit der Enantiomeren beschrieben. Von (+)-1 · 2HCl · H2O wurde die Kristallstruktur bestimmt und bis zu einem R-Wert von 0.0483 verfeinert. Danach ist (+)-1R-konfiguriert. Von den beiden Enantiomeren besitzt nur (S)-(−)-1 H1-agonistische Aktivitat. Resolution, Crystal Structure, and Histamine-like Activity of 4-[1-(2-Aminoethylthio)ethyl]-5-methylimidazole The resolution of racemic 4-[1-(2-aminoethylthio)ethyl]-5-methylimidazole (1) using optically active Di-O-(P-toluoyl)tartaric acid as well as the histamine-like activity of t…
Evaluation of remote sensing of vegetation fluorescence by the analysis of diurnal cycles
2008
Chlorophyll fluorescence (ChF) emission is a direct indicator of the photosynthetic activity of vegetation, which is a key parameter of the carbon cycle. This paper analyses chlorophyll fluorescence evolution at leaf level during a complete diurnal cycle in simulated and natural conditions, for two species under different stress conditions. Absolute spectral radiance of the ChF emission is obtained allowing a quantitative derivation of the fluorescence yield of the ChF, which correlates well with established fluorescence instruments. The studied cases show that the ChF emission is mainly driven by the photosynthetic active radiation during the whole cycle, but the fluorescence yield is seve…
New Optically Active 4-Alkoxyprolinol Ethers Derived from trans-4-Hydroxy-L-proline
2011
(2S,4R)-trans-4-Hydroxy-L-proline has been used as thechiral-pool source in the efficient syntheses of optically active protected 4-hydroxyprolinols. After N-acyl protection andester formation, the first ether moiety was introduced maintaining the chiral centre adjacent to the ester. Then, reduction of the ester delivered the corresponding carbinol, which had to be alkylated selectively to avoid side reactions with the N-protecting group. Finally, the N-acyl function was removed to generate the target methyl and tert-butyl ethers displaying defined substitution patterns. The so-formed optically active 4-alkoxyprolinol ethers can be used as core fragments in biologically active compounds or …
Assessment of climate impacts on hydrology and geomorphology of semiarid headwater basins using a physically-based model.
2013
The response of watershed erosion rates to changes in climate is expected to be highly non-linear and thus demands for mechanistic approaches to improve our understanding of the underlying causes. In this study, the integrated geomorphic component tRIBS-Erosion of the physically-based, spatially distributed hydrological model, tRIBS, the TIN-based Real-time Integrated Basin Simulator, is used to analyze the sensitivity of small semi-arid headwater basins to projected climate conditions. Observed historic climate and downscaled realizations of general circulation models from CMIP3 inform the stochastic weather generator AWE-GEN (Advanced WEather GENerator), which is used to produce two clima…
Severe Perinatal Hypoxic-Ischemic Brain Injury Induces Long-Term Sensorimotor Deficits, Anxiety-Like Behaviors and Cognitive Impairment in a Sex-, Ag…
2019
Perinatal brain injury (PBI) leads to neurological disabilities throughout life, from motor deficits, cognitive limitations to severe cerebral palsy. Yet, perinatal brain damage has limited therapeutic outcomes. Besides, the immature brain of premature children is at increased risk of hypoxic/ischemic (HI) injury, with males being more susceptible to it and less responsive to protective/therapeutical interventions. Here, we model in male and female C57BL/6 mice, the impact of neonatal HI and the protective effects of neonatal handling (NH), an early life tactile and proprioceptive sensory stimulation. From postnatal day 1 (PND1, modeling pre-term) to PND21 randomized litters received either…