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

Tae Bo Sim; Se Hun Kang; Kun Su Lee; Won Koo Lee; Hoseop Yun; Yongkwan Dong; Hyun Joon Ha

doi:10.1021/jo0261911

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

Tae Bo Sim
, Se Hun Kang
, Kun Su Lee
, Won Koo Lee^*
, Hoseop Yun
, Yongkwan Dong
, Hyun Joon Ha

^*Corresponding author for this work

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

90 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 language	English
Pages (from-to)	104-108
Number of pages	5
Journal	Journal of Organic Chemistry
Volume	68
Issue number	1
DOIs	https://doi.org/10.1021/jo0261911
Publication status	Published - 2003 Jan 10
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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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.",

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language = "English",

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AU - Sim, Tae Bo

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.

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AN - SCOPUS:0037428015

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JF - Journal of Organic Chemistry

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ER -

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

Abstract

ASJC Scopus subject areas

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