Rapid access to trans-2,6-disubstituted piperidines: Expedient total syntheses of (-)-solenopsin A and (+)-epi-dihydropinidine
Expedient syntheses of (-)-solenopsin A and (+)-epi-dihydropinidine are reported, the key step in both being the one-pot multicomponent aza-silyl-Prins condensation reaction to yield a trans dihydropyridine. Georg Thieme Verlag Stuttgart.
Dobbs, Adrian P.,Guesné, Sebastien J. J.
p. 2101 - 2103
(2007/10/03)
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
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
Bonin, Martine,Romero, Jose Ricardo,Grierson, David S.,Husson, Henri-Philippe
p. 2392 - 2400
(2007/10/02)
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