User:Etienne Robillard/Notebook/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 .
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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 anion] as the nitrogen substitution group .
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* 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]
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* In organic synthesis, 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 center 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 keto-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]]
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* 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]]
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* [[PVA]]
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* [[PEA]]

Revision as of 08:20, 23 May 2013

  • 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 anion] as the nitrogen substitution group .
  • In organic synthesis, piperidine may participate in hydrogenation of C=N double bounds where the N-substituted chiral imine center may be converted to a enamine, the tautomeric form of a imine. 1

Reductive alkylation of N-aryl substituted imines via piperidine-derived enamines

Piperidine derivatives in nucleophilic keto-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 .

See also

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