Direct catalytic asymmetric alkynylation of ketoimines

Liang Yin, Yasunari Otsuka, Hisashi Takada, Shinsuke Mouri, Ryo Yazaki, Naoya Kumagai, Masakatsu Shibasaki

Research output: Contribution to journalArticle

50 Citations (Scopus)

Abstract

An efficient protocol for direct catalytic alkynylation of ketoimines is described. The simultaneous activation of a soft Lewis basic terminal alkyne and a ketoimine bearing a thiophosphinoyl group by soft Lewis acid Cu(I) is crucial for high conversion. The reaction can be rendered asymmetric with a chiral bisphosphine ligand (S,S)-Ph-BPE.

Original languageEnglish
Pages (from-to)698-701
Number of pages4
JournalOrganic Letters
Volume15
Issue number3
DOIs
Publication statusPublished - Feb 1 2013
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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  • Cite this

    Yin, L., Otsuka, Y., Takada, H., Mouri, S., Yazaki, R., Kumagai, N., & Shibasaki, M. (2013). Direct catalytic asymmetric alkynylation of ketoimines. Organic Letters, 15(3), 698-701. https://doi.org/10.1021/ol3035609