89873-65-4Relevant academic research and scientific papers
2-Cyano-Δ3-piperideines. 12. Stereochemistry of Formation of N-Benzyl-2-cyano-Δ3-piperideines and Facile Isomerization on Alumina to 2-Cyano-Δ4-piperideines. A Potentially General Route to the Synthesis of 2,6-Disubstitute
Bonin, Martine,Romero, Jose Ricardo,Grierson, David S.,Husson, Henri-Philippe
, p. 2392 - 2400 (2007/10/02)
The reaction of the piperideine N-oxides 1a-f with trifluoroacetic anhydride in CH2Cl2 at 0 deg C (Polonovski-Potier reaction) led to the formation of the N-benzyl-2-cyano-Δ3-piperideines 3a-f.Epimeric mixtures were obtained for the amino nitri
2-CYANO Δ3 PIPERIDINES VI: A GENERAL METHOD FOR THE STEREOSELECTIVE SYNTHESIS OF CIS AND TRANS 2,6-DIALKYLPIPERIDINE ALKALOIDS
Bonin, Martine,Romero, Jose R.,Grierson, David S.,Husson, Henri-Philippe
, p. 3369 - 3372 (2007/10/02)
The cis 2,6-dialkylpiperidine alkaloid (+/-) dihydro-pinidine 7b and the trans alkaloid (+/-) solenopsin A 5a were synthesized from a common α-aminonitrile synthon 1.The key step in this synthesis was the stereoselective reductive decyanation of the 1-benzyl-2-cyano-2',6-dialkylpiperidines 3a and 3b.
