Preparation of 2,3-diaminopropionate from ring opening of aziridine-2-carboxylate

Yongeun Kim, Hyun Joon Ha, Kyusung Han, Whan Ko Seung, Hoseop Yun, Hyo Jae Yoon, Sung Kim Min, Koo Lee Won

Research output: Contribution to journalArticle

36 Citations (Scopus)

Abstract

Ring opening reaction of an enantiomerically pure aziridine-2-carboxylate with an azide nucleophile under aqueous acidic media proceeded efficiently and stereoselectively to give 3-amino-2-azidopropionate which is converted to orthogonally protected 2,3-diaminopropionate.

Original languageEnglish
Pages (from-to)4407-4409
Number of pages3
JournalTetrahedron Letters
Volume46
Issue number25
DOIs
Publication statusPublished - 2005 Jun 20
Externally publishedYes

Fingerprint

Nucleophiles
Azides
aziridine-2-carboxylic acid

Keywords

  • 2,3-Diaminopropionate
  • Azide
  • Aziridine-2-carboxylate
  • Ring opening

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Preparation of 2,3-diaminopropionate from ring opening of aziridine-2-carboxylate. / Kim, Yongeun; Ha, Hyun Joon; Han, Kyusung; Seung, Whan Ko; Yun, Hoseop; Yoon, Hyo Jae; Min, Sung Kim; Won, Koo Lee.

In: Tetrahedron Letters, Vol. 46, No. 25, 20.06.2005, p. 4407-4409.

Research output: Contribution to journalArticle

Kim, Y, Ha, HJ, Han, K, Seung, WK, Yun, H, Yoon, HJ, Min, SK & Won, KL 2005, 'Preparation of 2,3-diaminopropionate from ring opening of aziridine-2-carboxylate', Tetrahedron Letters, vol. 46, no. 25, pp. 4407-4409. https://doi.org/10.1016/j.tetlet.2005.04.039
Kim, Yongeun ; Ha, Hyun Joon ; Han, Kyusung ; Seung, Whan Ko ; Yun, Hoseop ; Yoon, Hyo Jae ; Min, Sung Kim ; Won, Koo Lee. / Preparation of 2,3-diaminopropionate from ring opening of aziridine-2-carboxylate. In: Tetrahedron Letters. 2005 ; Vol. 46, No. 25. pp. 4407-4409.
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AU - Yun, Hoseop

AU - Yoon, Hyo Jae

AU - Min, Sung Kim

AU - Won, Koo Lee

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KW - 2,3-Diaminopropionate

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