Highly enantioselective (OC)Ru(salen)-catalyzed sulfimidation using N-alkoxycarbonyl azide as nitrene precursor

Yuusuke Tamura, Tatsuya Uchida, Tsutomu Katsuki

研究成果: ジャーナルへの寄稿記事

45 引用 (Scopus)

抄録

Enantioselective imidation of alkyl aryl sulfides with N-alkoxycarbonyl azide as a nitrene precursor was effected by using (OC)Ru(salen) complex 1 as catalyst. The steric and electronic nature of the N-alkoxycarbonyl group was found to strongly affect the enantioselectivity and the reaction rate, and high enantioselectivity (up to 99% ee) and good chemical yields were achieved by using 2,2,2-trichloro-1,1-dimethylethoxycarbonyl azide as the nitrene precursor at room temperature.

元の言語英語
ページ(範囲)3301-3303
ページ数3
ジャーナルTetrahedron Letters
44
発行部数16
DOI
出版物ステータス出版済み - 4 14 2003

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Azides
Enantioselectivity
Sulfides
Reaction rates
Catalysts
Temperature
phenylnitrene
disalicylaldehyde ethylenediamine

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

これを引用

Highly enantioselective (OC)Ru(salen)-catalyzed sulfimidation using N-alkoxycarbonyl azide as nitrene precursor. / Tamura, Yuusuke; Uchida, Tatsuya; Katsuki, Tsutomu.

:: Tetrahedron Letters, 巻 44, 番号 16, 14.04.2003, p. 3301-3303.

研究成果: ジャーナルへの寄稿記事

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AB - Enantioselective imidation of alkyl aryl sulfides with N-alkoxycarbonyl azide as a nitrene precursor was effected by using (OC)Ru(salen) complex 1 as catalyst. The steric and electronic nature of the N-alkoxycarbonyl group was found to strongly affect the enantioselectivity and the reaction rate, and high enantioselectivity (up to 99% ee) and good chemical yields were achieved by using 2,2,2-trichloro-1,1-dimethylethoxycarbonyl azide as the nitrene precursor at room temperature.

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