A facile synthesis of 8-amino-3-oxoindolizidine derivatives as conformationally restricted ornithyl pseudodipeptides

descriptionPublicationkeyboard_double_arrow_right Article 01 Feb 1991 Italy English Publisher:Elsevier BVJournal:Tetrahedron Letters, volume 32, pages 1,089-1,092 (issn: 0040-4039,

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Authors: GOMEZ MONTERREY, ISABEL MARIA; DOMINGUEZ M. J.; GONZALEZ MUNIZ R.; HARTO J. R.; GARCIA LOPEZ M. T.;

doi: 10.1016/s0040-4039(00)74495-9

handle: 10261/335895 , 11588/145709

A facile synthesis of 8-amino-3-oxoindolizidine derivatives as conformationally restricted ornithyl pseudodipeptides

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Abstract

One pot procedure for the synthesis of 8-amino-3-oxoindolizidines from Zδ-protected ornithyl ketomethylene pseudodipeptide derivatives is described. This procedure, involving hydrogenolysis of the Z-group, intramolecular reductive amination and γ-lactamization, provides readily access to a variety of 3-oxoindolizidines of defined stereochemistry at C-8 and C-8a.

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