Asymmetric Cycloisomerization of o-Alkenyl-N-Methylanilines to Indolines by Iridium-Catalyzed C(sp3)−H Addition to Carbon–Carbon Double Bonds

Takeru Torigoe, Toshimichi Ohmura, Michinori Suginome

研究成果: Contribution to journalArticle査読

22 被引用数 (Scopus)

抄録

Highly enantioselective cycloisomerization of N-methylanilines, bearing o-alkenyl groups, into indolines is established. An iridium catalyst bearing a bidentate chiral diphosphine effectively promotes the intramolecular addition of the C(sp3)−H bond across a carbon–carbon double bond in a highly enantioselective fashion. The reaction gives indolines bearing a quaternary stereogenic carbon center at the 3-position. The reaction mechanism involves rate-determining oxidative addition of the N-methyl C−H bond, followed by intramolecular carboiridation and subsequent reductive elimination.

本文言語英語
ページ(範囲)14272-14276
ページ数5
ジャーナルAngewandte Chemie - International Edition
56
45
DOI
出版ステータス出版済み - 11 6 2017
外部発表はい

All Science Journal Classification (ASJC) codes

  • 触媒
  • 化学 (全般)

フィンガープリント

「Asymmetric Cycloisomerization of o-Alkenyl-N-Methylanilines to Indolines by Iridium-Catalyzed C(sp<sup>3</sup>)−H Addition to Carbon–Carbon Double Bonds」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

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