4396-01-4Relevant articles and documents
Biosynthesis of N-methylpelletierine: Vindication of a classical biogenetic concept
Hemscheidt, Thomas,Spenser, Ian D.
, p. 6360 - 6363 (1990)
The 13C NMR spectrum of a sample of N-methylpelletierine (2), generated biosynthetically from sodium [1,2,3,4-13C4]acetoacetate in Sedum sarmentosum Bunge, shows that the C3 side chain of the alkaloid is derived as an intact unit from the C4 precursor. The 13C NMR spectrum of a sample of the alkaloid, biosynthetically derived from sodium [1,2-13C2]acetate, shows that it is the -COCH3 unit and not the -CH2CO- unit of the side chain that is derived from an intact acetate precursor. These results constitute evidence in support of classical biogenetic concepts and disprove three other possible routes of biosynthesis.
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Quick,Oterson
, p. 745 (1976)
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Combining bio- and organocatalysis for the synthesis of piperidine alkaloids
Cairns, Ryan,O'Connell, Adam,O'Reilly, Elaine,Taday, Freya
supporting information, p. 1697 - 1700 (2022/02/21)
There is continued interest in developing cascade processes for the synthesis of key chiral building blocks and bioactive natural products (or analogues). Here, we report a hybrid bio-organocatalytic cascade for the synthesis of a small panel of 2-substituted piperidines, relying on a transaminase to generate a key reactive intermediate for the complexity building Mannich reaction.
Deoxidized halofuginone compound and preparation method and application thereof
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Paragraph 0033; 0034, (2019/01/23)
The invention provides a deoxidized halofuginone compound. A structural formula of the deoxidized halofuginone compound is as shown in the specification, wherein R1 refers to a halogen radical or hydrogen; R2 refers to hydrogen, a halogen radical, C1-C3 alkyl, C1-C3 alkoxy or trifluoromethyl; R3 refers to hydrogen, a halogen radical, C1-C3 alkyl, C1-C3 alkoxy or trifluoromethyl; X1 or X2 refers tonitrogen or carbon; Y refers to hydrogen, hydroxyl or carbonyl. The synthetic deoxidized halofuginone compound with piperidine as a raw material has advantages of cheapness and easiness in acquisition of the raw material, simplicity and easiness in operation of a synthesis method, high yield and product stability. The deoxidized halofuginone compound has great inhibiting effects on Gram positive(Gram) and Gram negative (Gram) and has a promising application prospect in treatment of human and poultry bacterial infection.
NHC-stabilised Rh nanoparticles: Surface study and application in the catalytic hydrogenation of aromatic substrates
Martinez-Espinar, Francisco,Blondeau, Pascal,Nolis, Pau,Chaudret, Bruno,Claver, Carmen,Castillón, Sergio,Godard, Cyril
, p. 113 - 127 (2017/09/08)
New Rh-NPs stabilised by N-Heterocyclic Carbenes (NHC) were synthesized by decomposition of [Rh(η3-C3H5)3] under H2 atmosphere and fully characterized. Surface studies by FT-IR and NMR spectroscopy employing isotopically labelled ligands were also performed. The Rh0.2 NPs are active catalysts in the reduction of various aromatic substrates. In the reduction of phenol, high selectivities to cyclohexanone or cyclohexanol were obtained depending on the reaction conditions. However, this catalytic system exhibited much lower activity in the hydrogenation of substituted phenols. Pyridine was easily hydrogenated under mild conditions and interestingly, the hydrogenation of 4-methyl and 4-trifluoromethylpyridine resulted slower than that of 2-methylpyridine. The hydrogenation of 1-(pyridin-2-yl)propan-2-one provided the β-enaminone 13a in high yield as a consequence of the partial reduction of the pyridine ring followed by isomerization. Quinoline could be either partially hydrogenated to 1,2,3,4-tetrahydroquinoline or fully reduced to decahydroquinoline by adjusting the reaction conditions.
