40748-72-9Relevant academic research and scientific papers
A two-step synthesis of 3,4-disubstituted piperidines from acyclic precursors through tetrahydropyridine intermediates
Aurrecoechea, Jose M.,Gorgojo, Jose M.,Saornil, Carlos
experimental part, p. 605 - 612 (2010/04/29)
Cyclocondensation between acyclic 5-aminopent-2-enoate esters and aliphatic aldehydes containing an unsubstituted -methylene unit affords 1,2,3,4-tetrahydropyridine derivatives in good yields. The reaction has been applied to a range of aldehydes, showing good functional group tolerance. Chemoselective hydride reduction of the enamine double bond provides 3,4-disubstituted tertiary piperidine derivatives with acceptable to good diastereoselectivities, whereas catalytic hydrogenation of N-benzyl derivatives leads directly to the corresponding secondary piperidines. Georg Thieme Verlag Stuttgart · New York.
A concise approach to 2-azabicyclo[3.3.1]nonane derivatives from an acyclic precursor
Aurrecoechea, Jose M.,Gorgojo, Jose M.,Saornil, Carlos
, p. 9640 - 9643 (2007/10/03)
Condensation of a readily available 5-amino-2-alkenoate ester with α-unsubstituted aliphatic aldehydes leads to substituted 1,2,3,4-tetrahydropyridines. Subsequent manipulation of the ester and enamine functions gives a quick access to 2-azabicyclo[3.3.1]
A STEREOSELECTIVE SYNTHESIS OF CIS-4-ACETONYL-1-BENZYL-3-ETHYLPIPERIDINE
Bonjoch, Josep,Linares, Ana,Guardia, Manel,Bosch, Joan
, p. 2165 - 2174 (2007/10/02)
The title compound cis-1, a potential synthon for indole alkaloid synthesis, is prepared for the first time. The synthesis starts with the condensation of 3-ethyl-4-piperidone 2 with triethyl phosphonoacetate followed by stereoselective hydrogenation of t
