piperidines has been researched along with prolinol* in 4 studies
2 review(s) available for piperidines and prolinol
| Article | Year |
|---|---|
Synthesis of Substituted α-Trifluoromethyl Piperidinic Derivatives.
A comprehensive survey of pathways leading to the generation of α-trifluoromethyl monocyclic piperidinic derivatives is provided (65 references). These compounds have been synthesized either from 6-membered rings e.g., pipecolic acid or lactam derivatives by introduction a trifluoromethyl group, from pyridine or pyridinone derivatives by reduction, and from 5-membered rings e.g., prolinol derivatives by ring expansion, from linear amines by cyclization or from dienes/dienophiles by [4 + 2]-cycloaddition. Topics: Amines; Cyclization; Cycloaddition Reaction; Molecular Structure; Piperidines; Pyrrolidines; Stereoisomerism | 2017 |
Selective methodologies for the synthesis of biologically active piperidinic compounds.
The synthesis of optically active substituted piperidines has been achieved by using four different methodologies. The first one is an intramolecular nucleophilic displacement of activated alcohol moieties that was used to build up the piperidine ring of (-)-prosophylline and (-)-slaframine, and the second one is a ring-closing metathesis of unsaturated amines which was employed in the synthesis of (+)-sedamine and 4a,5-dihydrostreptazoline. The third methodology is the alpha-functionalization of N-Boc piperidines which was particularly useful in the synthesis of argatroban, and the fourth one is a ring expansion of prolinols to 3-chloropiperidines or 3-hydroxypiperidines which was utilized to synthesize (-)-paroxetine, (-)-pseudoconhydrine, the piperidine ring of (-)-velbanamine and (+)-zamifenacin. Topics: Alkaloids; Arginine; Chemistry; Dioxoles; Paroxetine; Pipecolic Acids; Piperidines; Pyrrolidines; Sulfonamides | 2005 |
2 other study(ies) available for piperidines and prolinol
| Article | Year |
|---|---|
Access to optically active 3-substituted piperidines by ring expansion of prolinols and derivatives.
The ring expansion of prolinols via an aziridinium intermediate gives C3-substituted piperidines in good yields and enantiomeric excess, the substituent at the C3 position being derived from the most reactive nucleophile in the reaction mixture. Depending on the nucleophile, the reaction proceeds under thermodynamic or kinetic control. The regioselectivity of attack of nucleophiles on the aziridinium intermediate depends on the nature of the substituents on the nitrogen atom and the C4 position of the starting prolinols. Topics: Copper; Piperidines; Pyrrolidines; Quantum Theory; Stereoisomerism | 2014 |
Access to optically active 3-azido- and 3-aminopiperidine derivatives by enantioselective ring expansion of prolinols.
The activation of N-alkyl prolinols by XtalFluor E allowed the formation of an aziridinium intermediate that can react with tetrabutylammonium azide (nBu(4)NN(3)) to produce 3-azidopiperidines and/or 2-(azidomethyl)pyrrolidines, in a ratio up to 100/0. These 3-azidopiperidines can be reduced to the corresponding 3-aminopiperidines. Topics: Amines; Azides; Molecular Structure; Organometallic Compounds; Oxidation-Reduction; Piperidines; Pyrrolidines; Stereoisomerism | 2011 |