A convenient, room-temperature-organic base protocol for preparing chiral 3-(enoyl)-1,3-oxazolidin-2-ones

Vadim A. Soloshonok, Hisanori Ueki, Changchun Jiang, Chaozhong Cai, Victor J Hruby

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

In this study, we developed a new protocol for the preparation of the chiral 3-[(E)-enoyl]-1,3-oxazolidin-2-ones under the ultimately simple reaction conditions starting with the corresponding enoyl chlorides and 1.3-oxazolidin-2-ones with Et3N/LiCl at room temperature. The method generally allows efficient preparation of various derivatives regardless of the steric and electronic nature of the substituents on both the enoyl or the oxazolidinone sites. Excellent yields, combined with the simplicity of the experimental procedures, render the present method immediately useful for preparing the target compounds.

Original languageEnglish (US)
Pages (from-to)3616-3623
Number of pages8
JournalHelvetica Chimica Acta
Volume85
Issue number11
DOIs
StatePublished - 2002

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Oxazolidinones
Derivatives
preparation
Temperature
room temperature
chlorides
Chlorides
electronics

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

A convenient, room-temperature-organic base protocol for preparing chiral 3-(enoyl)-1,3-oxazolidin-2-ones. / Soloshonok, Vadim A.; Ueki, Hisanori; Jiang, Changchun; Cai, Chaozhong; Hruby, Victor J.

In: Helvetica Chimica Acta, Vol. 85, No. 11, 2002, p. 3616-3623.

Research output: Contribution to journalArticle

Soloshonok, Vadim A. ; Ueki, Hisanori ; Jiang, Changchun ; Cai, Chaozhong ; Hruby, Victor J. / A convenient, room-temperature-organic base protocol for preparing chiral 3-(enoyl)-1,3-oxazolidin-2-ones. In: Helvetica Chimica Acta. 2002 ; Vol. 85, No. 11. pp. 3616-3623.
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