Synthesis of functionalized bicyclic triazoles from chiral aziridines

Min Sung Kim; Hyo Jae Yoon; Baeck Kyong Lee; Ji Hyun Kwon; Won Koo Lee; Yongeun Kim; Hyun Joon Ha

doi:10.1055/s-2005-871974

Synthesis of functionalized bicyclic triazoles from chiral aziridines

Min Sung Kim, Hyo Jae Yoon, Baeck Kyong Lee, Ji Hyun Kwon, Won Koo Lee, Yongeun Kim, Hyun Joon Ha

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

22 Citations (Scopus)

Abstract

Enantiomerically pure 3-substituted-5-amino-4-hydroxy-5,6-dihydro-4H- pyrrolo[1,2-c][1,2,3]triazoles were synthesized efficiently from the sequential reactions including a regioselective ring-opening of 1-aziridine-2-y1- propargylic alcohols by azidotrimethylsilane and the subsequent intramolecular 1,3-dipolar cycloaddition between alkyne and azide.

Original language	English
Pages (from-to)	2187-2190
Number of pages	4
Journal	Synlett
Issue number	14
DOIs	https://doi.org/10.1055/s-2005-871974
Publication status	Published - 2005 Sept 2
Externally published	Yes

Keywords

Alkyne
Azide
Aziridine
Cycloaddition
Triazole

ASJC Scopus subject areas

Organic Chemistry

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10.1055/s-2005-871974

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title = "Synthesis of functionalized bicyclic triazoles from chiral aziridines",

abstract = "Enantiomerically pure 3-substituted-5-amino-4-hydroxy-5,6-dihydro-4H- pyrrolo[1,2-c][1,2,3]triazoles were synthesized efficiently from the sequential reactions including a regioselective ring-opening of 1-aziridine-2-y1- propargylic alcohols by azidotrimethylsilane and the subsequent intramolecular 1,3-dipolar cycloaddition between alkyne and azide.",

keywords = "Alkyne, Azide, Aziridine, Cycloaddition, Triazole",

author = "Kim, {Min Sung} and Yoon, {Hyo Jae} and Lee, {Baeck Kyong} and Kwon, {Ji Hyun} and Lee, {Won Koo} and Yongeun Kim and Ha, {Hyun Joon}",

year = "2005",

month = sep,

day = "2",

doi = "10.1055/s-2005-871974",

language = "English",

pages = "2187--2190",

journal = "Synlett",

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TY - JOUR

T1 - Synthesis of functionalized bicyclic triazoles from chiral aziridines

AU - Kim, Min Sung

AU - Yoon, Hyo Jae

AU - Lee, Baeck Kyong

AU - Kwon, Ji Hyun

AU - Lee, Won Koo

AU - Kim, Yongeun

AU - Ha, Hyun Joon

PY - 2005/9/2

Y1 - 2005/9/2

N2 - Enantiomerically pure 3-substituted-5-amino-4-hydroxy-5,6-dihydro-4H- pyrrolo[1,2-c][1,2,3]triazoles were synthesized efficiently from the sequential reactions including a regioselective ring-opening of 1-aziridine-2-y1- propargylic alcohols by azidotrimethylsilane and the subsequent intramolecular 1,3-dipolar cycloaddition between alkyne and azide.

AB - Enantiomerically pure 3-substituted-5-amino-4-hydroxy-5,6-dihydro-4H- pyrrolo[1,2-c][1,2,3]triazoles were synthesized efficiently from the sequential reactions including a regioselective ring-opening of 1-aziridine-2-y1- propargylic alcohols by azidotrimethylsilane and the subsequent intramolecular 1,3-dipolar cycloaddition between alkyne and azide.

KW - Alkyne

KW - Azide

KW - Aziridine

KW - Cycloaddition

KW - Triazole

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U2 - 10.1055/s-2005-871974

DO - 10.1055/s-2005-871974

M3 - Article

AN - SCOPUS:24744461339

SN - 0936-5214

SP - 2187

EP - 2190

JO - Synlett

JF - Synlett

IS - 14

ER -

Synthesis of functionalized bicyclic triazoles from chiral aziridines

Abstract

Keywords

ASJC Scopus subject areas

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