An efficient synthesis of orthogonally protected trans- and cis-4-aminopipecolic acid

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Abstract

A straightforward synthesis of orthogonally Nα/N γ-protected trans- and cis-4-aminopipecolic acid is reported, starting from methyl cis-4-hydroxypiperidine-2-carboxylate. The two diastereomers were synthesized with the aid of C-4 inversion (the trans isomer) or double C-4 inversion (the cis isomer).

Original languageEnglish
Pages (from-to)1387-1389
Number of pages3
JournalJournal of Heterocyclic Chemistry
Volume43
Issue number5
DOIs
Publication statusPublished - Sep 2006

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ASJC Scopus subject areas

  • Organic Chemistry

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title = "An efficient synthesis of orthogonally protected trans- and cis-4-aminopipecolic acid",
abstract = "A straightforward synthesis of orthogonally Nα/N γ-protected trans- and cis-4-aminopipecolic acid is reported, starting from methyl cis-4-hydroxypiperidine-2-carboxylate. The two diastereomers were synthesized with the aid of C-4 inversion (the trans isomer) or double C-4 inversion (the cis isomer).",
author = "I. Szatm{\'a}ri and L. Kiss and F. F{\"u}l{\"o}p",
year = "2006",
month = "9",
doi = "10.1002/jhet.5570430539",
language = "English",
volume = "43",
pages = "1387--1389",
journal = "Journal of Heterocyclic Chemistry",
issn = "0022-152X",
publisher = "Heterocorporation",
number = "5",

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AU - Kiss, L.

AU - Fülöp, F.

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N2 - A straightforward synthesis of orthogonally Nα/N γ-protected trans- and cis-4-aminopipecolic acid is reported, starting from methyl cis-4-hydroxypiperidine-2-carboxylate. The two diastereomers were synthesized with the aid of C-4 inversion (the trans isomer) or double C-4 inversion (the cis isomer).

AB - A straightforward synthesis of orthogonally Nα/N γ-protected trans- and cis-4-aminopipecolic acid is reported, starting from methyl cis-4-hydroxypiperidine-2-carboxylate. The two diastereomers were synthesized with the aid of C-4 inversion (the trans isomer) or double C-4 inversion (the cis isomer).

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