N -Sulfonyl α-imino ester-derived chiral oxaziridines: Catalytic asymmetric synthesis and application as a modular chiral organic oxidant

Naoya Tanaka, Ryosuke Tsutsumi, Daisuke Uraguchi, Takashi Ooi

研究成果: Article査読

22 被引用数 (Scopus)

抄録

A novel class of chiral N-sulfonyl oxaziridines is introduced for use as structurally modifiable chiral oxidants. These oxaziridines are readily prepared from N-sulfonyl α-imino esters in a highly enantioenriched form by oxidation with hydrogen peroxide using l-isoleucine-derived triaminoiminophosphorane as a catalyst. The distinct advantage of their structural modularity is demonstrated through the identification of an optimal oxaziridine that exhibits high reactivity and enantiospecificity in the asymmetric oxidation of a silyl enol ether and N-sulfonyl allylic and homoallylic amines.

本文言語English
ページ(範囲)6999-7002
ページ数4
ジャーナルChemical Communications
53
52
DOI
出版ステータスPublished - 2017
外部発表はい

ASJC Scopus subject areas

  • 触媒
  • 電子材料、光学材料、および磁性材料
  • セラミックおよび複合材料
  • 化学 (全般)
  • 表面、皮膜および薄膜
  • 金属および合金
  • 材料化学

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