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Title: Mimicking of ergot alkaloids and synthetic piperidine drugs by 2,5-substituted piperidines derived from cis and trans ethyl 1-benzyl-6-cyano-3-piperidinecarboxylate
Authors: Vandenbranden, S ×
Compernolle, Frans
Hoornaert, Georges #
Issue Date: Jan-1992
Publisher: Pergamon-elsevier science ltd
Series Title: Tetrahedron vol:48 issue:44 pages:9753-9766
Abstract: This report describes the synthesis of pharmacologically interesting 2,5-substituted piperidines from cis and trans ethyl 1-benzyl-6-cyano-3-piperidinecarboxylate 4. Reduction and p-fluorobenzoylation of 4 led to the primary alcohols 7. The alcohols were transformed into the tosylates 11 which were used in nucleophilic substitution reactions. An oxidation-reductive amination route proceeding via the aldehydes 17 also was investigated. Finally a novel synthesis was developed for the 3,6-diazabicyclo[3.2.2]nonanes.
URI: 
ISSN: 0040-4020
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Molecular Design and Synthesis
× corresponding author
# (joint) last author

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