Piperidine
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* An important secondary amine used as precursor to alkylamines with a [http://en.wikipedia.org/wiki/Piperidine#Reactions aryl-ketone] (heteroarylalkyl) moeity when the reaction is performed in presence of a cyanide as the nitrogen substitution group . | * An important secondary amine used as precursor to alkylamines with a [http://en.wikipedia.org/wiki/Piperidine#Reactions aryl-ketone] (heteroarylalkyl) moeity when the reaction is performed in presence of a cyanide as the nitrogen substitution group . | ||
| - | * In organic ketone-amine reactions, piperidine may participate in [http://en.wikipedia.org/wiki/Hydrogenation_of_carbon-nitrogen_double_bonds hydrogenation of C=N double bounds] where the N-substituted chiral imine may be converted to a enamine, the tautomeric form of a imine. [http://en.wikipedia.org/wiki/Enamine 1] | + | * In organic [http://www.openwetware.org/wiki/Todd:Catalytic,_Asymmetric_Pictet-Spengler_Reaction ketone-amine reactions], piperidine may participate in [http://en.wikipedia.org/wiki/Hydrogenation_of_carbon-nitrogen_double_bonds hydrogenation of C=N double bounds] where the N-substituted chiral imine may be converted to a enamine, the tautomeric form of a imine. [http://en.wikipedia.org/wiki/Enamine 1] |
=== Reductive alkylation of N-aryl substituted imines via piperidine-derived enamines === | === Reductive alkylation of N-aryl substituted imines via piperidine-derived enamines === | ||
* Stork-Enamine alkylation: http://en.wikipedia.org/wiki/Stork_enamine_alkylation | * Stork-Enamine alkylation: http://en.wikipedia.org/wiki/Stork_enamine_alkylation | ||
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| + | === Piperidine derivatives in nucleophilic ketol-enol (imine) substitutions === | ||
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| + | * For DNA depurination with a 2-cyanoethyl hetero-aryl-alkyl moeity (ie: a N-methyl cyanide anion), see [[Ethanamine]] | ||
| + | * For in situ polymer-based drug delivery of phenethylamine substituted imines, see [[Phenethylamine]] and [http://www.chemguide.co.uk/organicprops/haloalkanes/grignard.html Grignard reagents] . | ||
== See also == | == See also == | ||
* [[THF]] | * [[THF]] | ||
| + | * [[PVA]] | ||
| + | * [[PEA]] | ||
Current revision
- An important secondary amine used as precursor to alkylamines with a aryl-ketone (heteroarylalkyl) moeity when the reaction is performed in presence of a cyanide as the nitrogen substitution group .
- In organic ketone-amine reactions, piperidine may participate in hydrogenation of C=N double bounds where the N-substituted chiral imine may be converted to a enamine, the tautomeric form of a imine. 1
Reductive alkylation of N-aryl substituted imines via piperidine-derived enamines
- Stork-Enamine alkylation: http://en.wikipedia.org/wiki/Stork_enamine_alkylation
Piperidine derivatives in nucleophilic ketol-enol (imine) substitutions
- For DNA depurination with a 2-cyanoethyl hetero-aryl-alkyl moeity (ie: a N-methyl cyanide anion), see Ethanamine
- For in situ polymer-based drug delivery of phenethylamine substituted imines, see Phenethylamine and Grignard reagents .
