Chiral N-phosphonyl imine chemistry: Asymmetric synthesis of α-alkyl β-amino ketones by reacting phosphonyl imines with ketone-derived enolates

Teng Ai, Jianlin Han, Zhong Xiu Chen, Guigen Li

Research output: Contribution to journalArticlepeer-review

29 Scopus citations

Abstract

A series of new chiral syn-α-branched β-amino ketones has been synthesized by reacting chiral phosphonyl imines with ketone-derived enolates. The N-protection group on imine auxiliary was found to be crucial to the asymmetric induction. The absolute stereochemistry has been unambiguously determined by converting a product to a known sample.

Original languageEnglish
Pages (from-to)203-208
Number of pages6
JournalChemical Biology and Drug Design
Volume73
Issue number2
DOIs
StatePublished - Feb 2009

Keywords

  • Enolates
  • N-phosphonyl imines
  • Phosphoramide
  • α-alkyl β-amino ketones

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