Direct catalytic asymmetric mannich-type reaction of thioamides

Yuta Suzuki, Ryo Yazaki, Naoya Kumagai, Masakatsu Shibasaki

Research output: Contribution to journalArticlepeer-review

57 Citations (Scopus)

Abstract

Taking the reins: The title transformation of thioamides and N-diphenylphosphinoyl imines is described. By harnessing the power of cooperative catalysis between a soft Lewis acid and a hard Brønsted base, thioamide carbon pronucleophiles can furnish Mannich products (see scheme). Divergent transformation of the thioamide functionality highlights the utility of this methodology.

Original languageEnglish
Pages (from-to)5026-5029
Number of pages4
JournalAngewandte Chemie - International Edition
Volume48
Issue number27
DOIs
Publication statusPublished - 2009 Jun 22
Externally publishedYes

Keywords

  • Asymmetric catalysis
  • Copper
  • Mannich reactions
  • Proton transfer
  • Thioamides

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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