A novel synthesis of 5-functionalized oxazolidin-2-ones from enantiomerically pure 2-substituted N-[(R)-(+)-α-methylbenzyl]aziridines

Taebo Sim, Se Hun Kang, Kun Su Lee, Won Koo Lee, Hoseop Yun, Yongkwan Dong, Hyun Joon Ha

Research output: Contribution to journalArticle

78 Citations (Scopus)

Abstract

5-Funtionalized enantiomerically pure oxazolidin-2-ones were prepared in one pot from commercially available chiral aziridines bearing an electron-withdrawing group at C-2 with retention of the configuration in high yields by regioselective aziridine ring-opening followed by intramolecular cyclization.

Original languageEnglish
Pages (from-to)104-108
Number of pages5
JournalJournal of Organic Chemistry
Volume68
Issue number1
DOIs
Publication statusPublished - 2003 Jan 10
Externally publishedYes

Fingerprint

Bearings (structural)
Aziridines
Oxazolidinones
Cyclization
Electrons
aziridine

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

A novel synthesis of 5-functionalized oxazolidin-2-ones from enantiomerically pure 2-substituted N-[(R)-(+)-α-methylbenzyl]aziridines. / Sim, Taebo; Kang, Se Hun; Lee, Kun Su; Lee, Won Koo; Yun, Hoseop; Dong, Yongkwan; Ha, Hyun Joon.

In: Journal of Organic Chemistry, Vol. 68, No. 1, 10.01.2003, p. 104-108.

Research output: Contribution to journalArticle

Sim, Taebo ; Kang, Se Hun ; Lee, Kun Su ; Lee, Won Koo ; Yun, Hoseop ; Dong, Yongkwan ; Ha, Hyun Joon. / A novel synthesis of 5-functionalized oxazolidin-2-ones from enantiomerically pure 2-substituted N-[(R)-(+)-α-methylbenzyl]aziridines. In: Journal of Organic Chemistry. 2003 ; Vol. 68, No. 1. pp. 104-108.
@article{b40e4a8fdace49e899e64e9d80cbd553,
title = "A novel synthesis of 5-functionalized oxazolidin-2-ones from enantiomerically pure 2-substituted N-[(R)-(+)-α-methylbenzyl]aziridines",
abstract = "5-Funtionalized enantiomerically pure oxazolidin-2-ones were prepared in one pot from commercially available chiral aziridines bearing an electron-withdrawing group at C-2 with retention of the configuration in high yields by regioselective aziridine ring-opening followed by intramolecular cyclization.",
author = "Taebo Sim and Kang, {Se Hun} and Lee, {Kun Su} and Lee, {Won Koo} and Hoseop Yun and Yongkwan Dong and Ha, {Hyun Joon}",
year = "2003",
month = "1",
day = "10",
doi = "10.1021/jo0261911",
language = "English",
volume = "68",
pages = "104--108",
journal = "Journal of Organic Chemistry",
issn = "0022-3263",
publisher = "American Chemical Society",
number = "1",

}

TY - JOUR

T1 - A novel synthesis of 5-functionalized oxazolidin-2-ones from enantiomerically pure 2-substituted N-[(R)-(+)-α-methylbenzyl]aziridines

AU - Sim, Taebo

AU - Kang, Se Hun

AU - Lee, Kun Su

AU - Lee, Won Koo

AU - Yun, Hoseop

AU - Dong, Yongkwan

AU - Ha, Hyun Joon

PY - 2003/1/10

Y1 - 2003/1/10

N2 - 5-Funtionalized enantiomerically pure oxazolidin-2-ones were prepared in one pot from commercially available chiral aziridines bearing an electron-withdrawing group at C-2 with retention of the configuration in high yields by regioselective aziridine ring-opening followed by intramolecular cyclization.

AB - 5-Funtionalized enantiomerically pure oxazolidin-2-ones were prepared in one pot from commercially available chiral aziridines bearing an electron-withdrawing group at C-2 with retention of the configuration in high yields by regioselective aziridine ring-opening followed by intramolecular cyclization.

UR - http://www.scopus.com/inward/record.url?scp=0037428015&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0037428015&partnerID=8YFLogxK

U2 - 10.1021/jo0261911

DO - 10.1021/jo0261911

M3 - Article

VL - 68

SP - 104

EP - 108

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 1

ER -