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 journalArticlepeer-review

70 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

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Organic Chemistry

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