Construction of robust ruthenium(salen)(CO) complexes and asymmetric aziridination with nitrene precursors in the form of azide compounds that bear easily removable N-sulfonyl groups

Hirotoshi Kawabata, Kazufumi Omura, Tatsuya Uchida, Tsutomu Katsuki

Research output: Contribution to journalArticle

68 Citations (Scopus)

Abstract

We synthesized new Ru-(salen)(CO) complexes of high durability and achieved aziridination with good to excellent enantiosclectivity by using azide compounds that contain an easily removable N-sulfonyl group, such as the 2-(trimethylsilyl)ethancsulfonyl group, as a nitrene precursor. Aziridination of less-reactive α,β-unsaturated esters (and amides) proceeded with excellent enantioselectivities, from which it is inferred that an electrophilic species is the active species of this reaction. The present asymmetric aziridination provides a useful tool for introducing optically active nonprotected amine groups.

Original languageEnglish
Pages (from-to)248-256
Number of pages9
JournalChemistry - An Asian Journal
Volume2
Issue number2
DOIs
Publication statusPublished - Jul 2 2007

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Ruthenium
Azides
Enantioselectivity
Carbon Monoxide
Amides
Amines
Esters
Durability
phenylnitrene
disalicylaldehyde ethylenediamine

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

Construction of robust ruthenium(salen)(CO) complexes and asymmetric aziridination with nitrene precursors in the form of azide compounds that bear easily removable N-sulfonyl groups. / Kawabata, Hirotoshi; Omura, Kazufumi; Uchida, Tatsuya; Katsuki, Tsutomu.

In: Chemistry - An Asian Journal, Vol. 2, No. 2, 02.07.2007, p. 248-256.

Research output: Contribution to journalArticle

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