Chemoselective carbozincation of cyclopropene for C-C bond formation and cleavage in a single operation

Kohei Endo, Takeo Nakano, Shuhei Fujinami, Yutaka Ukaji

研究成果: Contribution to journalArticle査読

9 被引用数 (Scopus)

抄録

The carbozincation of cyclopropene and cleavage of cyclopropylzinc generates carbanion intermediates, which in turn can generate oligomeric complexes in situ through successive carbozincation reactions. The present reaction controls the carbozincation sequence and C-C bond cleavage to give densely functionalized and sterically congested alkylamines in a single operation. A subtle difference in the substituent at the C=N bond induced chemoselective carbozincation of cyclopropene. The tandem carbozincation of cyclopropene, C-C bond cleavage of the cyclopropylzinc intermediate, and allylation of an unactivated hydrazone proceeds in a single operation. The reaction gives sterically congested amines diastereoselectively.

本文言語英語
ページ(範囲)6514-6518
ページ数5
ジャーナルEuropean Journal of Organic Chemistry
29
DOI
出版ステータス出版済み - 2013
外部発表はい

All Science Journal Classification (ASJC) codes

  • 物理化学および理論化学
  • 有機化学

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