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

DOI: 10.1021/jo00187a018

Source and publish data:

Journal of Organic Chemistry p. 2392 - 2400 (1984)

Update date:2022-09-26

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Authors:

Bonin, Martine

Romero, Jose Ricardo

Grierson, David S.

Husson, Henri-Philippe

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Article abstract of DOI:10.1021/jo00187a018

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

Full text of DOI:10.1021/jo00187a018

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