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

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

doi:10.1016/j.tetlet.2005.04.039

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

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

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

43 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 language	English
Pages (from-to)	4407-4409
Number of pages	3
Journal	Tetrahedron Letters
Volume	46
Issue number	25
DOIs	https://doi.org/10.1016/j.tetlet.2005.04.039
Publication status	Published - 2005 Jun 20
Externally published	Yes

Keywords

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

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2005.04.039

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

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.",

keywords = "2,3-Diaminopropionate, Azide, Aziridine-2-carboxylate, Ring opening",

author = "Yongeun Kim and Ha, \{Hyun Joon\} and Kyusung Han and Seung, \{Whan Ko\} and Hoseop Yun and Hyo, \{Jae Yoon\} and Min, \{Sung Kim\} and Won, \{Koo Lee\}",

year = "2005",

month = jun,

day = "20",

doi = "10.1016/j.tetlet.2005.04.039",

language = "English",

volume = "46",

pages = "4407--4409",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "25",

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TY - JOUR

T1 - Preparation of 2,3-diaminopropionate from ring opening of aziridine-2-carboxylate

AU - Kim, Yongeun

AU - Ha, Hyun Joon

AU - Han, Kyusung

AU - Seung, Whan Ko

AU - Yun, Hoseop

AU - Hyo, Jae Yoon

AU - Min, Sung Kim

AU - Won, Koo Lee

PY - 2005/6/20

Y1 - 2005/6/20

N2 - 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.

AB - 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.

KW - 2,3-Diaminopropionate

KW - Azide

KW - Aziridine-2-carboxylate

KW - Ring opening

UR - https://www.scopus.com/pages/publications/19444387823

U2 - 10.1016/j.tetlet.2005.04.039

DO - 10.1016/j.tetlet.2005.04.039

M3 - Article

AN - SCOPUS:19444387823

SN - 0040-4039

VL - 46

SP - 4407

EP - 4409

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 25

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

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