1196-40-3Relevant academic research and scientific papers
Hydroformylation of alkenylamines. Concise approaches toward piperidines, quinolizidines, and related alkaloids
Airiau, Etienne,Girard, Nicolas,Pizzeti, Marianna,Salvadori, Jessica,Taddei, Maurizio,Mann, Andre
supporting information; experimental part, p. 8670 - 8673 (2011/02/28)
Linear hydroformylation of N-protected allyl- or homoallylamines (cyclohydrocarbonylation: CHC), followed by a reductive amination constitute the two key steps toward convenient routes to aza-heterocycles.
Novel synthesis of indolizidines and quinolizidines
Tehrani, Kourosch Abbaspour,D'hooghe, Matthias,De Kimpe, Norbert
, p. 3099 - 3108 (2007/10/03)
A very short synthesis of indolizidines, quinolizidines and some higher homologues was developed by alkylation of 2-methyl-1-pyrroline or 6-methyl-2,3,4,5-tetrahydropyridine with 1,3- or 1,4-dihaloalkanes, followed by reduction of the intermediate iminium salts, resulting in the desired 1-azabicyclo[m.n.0]alkanes in good yields.
Synthesis of trans-2,6-Dialkylpiperidines by Intramolecular Amidomercuriation and by 1,3-Cycloaddition of Alkenes to 2-Methyl-2,3,4,5-tetrahydropyridine Oxide
Adams, David R.,Carruthers, William,Williams, Michael J.,Crowley, Patrick J.
, p. 1507 - 1513 (2007/10/02)
Intramolecular amidomercuriation of methyl N-hept-6-en-2-ylcarbamate and reaction of the resulting organomercurial with sodium borohydride in the presence of acrylonitrile or dec-1-en-3-one has been used to prepare trans-2,6-dialkylpiperidines.A more stereoselective route lies in the cycloaddition of alkenes to 2-alkyl-2,3,4,5-tetrahydropyridine oxides followed by reductive cleavage of the resulting perhydroisoxazolopyridine.Both procedures are illustrated by synthesis of the fire ant-venom alkaloid, solenopsin A.
Synthesis of trans-2,6-Dialkylpiperidines by Intramolecular Amidomercuration
Carruthers, William,Williams, Michael J.,Cox, Michael T.
, p. 1235 - 1236 (2007/10/02)
Intramolecular amidomercuration of N-methoxycarbonyl-6-aminohept-1-ene and reaction of the resulting organomercurial with sodium borohydride in the presence of acrylonitrile or decen-3-one has been used to prepare trans-2,6-dialkylpiperidines, including solenopsin A, a constituent of the venom of the fire-ant.
