Catalytic enantioselective addition of diethyl phosphite to N-thiophosphinoyl ketimines: Preparation of (R)-diethyl (1-amino-1-phenylethyl)phosphonate

Shaoquan Lin, Yasunari Otsuka, Liang Yin, Naoya Kumagai, Masakatsu Shibasaki

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

Procedures yielding phosphinothioic amide 2 and ketimine 4 as colorless crystals and phosphonate 6 as a brown viscous oil are presented. Notes on instruments and chemicals required are provided.A brief discussion on construction of tetrasubstituted stereogenic centers in a catalytic and enantioselective manner as a significant progress in asymmetric catalysis.

Original languageEnglish
JournalOrganic Syntheses
Volume94
DOIs
Publication statusPublished - 2018 Jun 20
Externally publishedYes

Keywords

  • Ceric ammonium molybdate
  • Chlorodiphenylphosphine
  • Diethyl phosphate
  • Dimethyl fumarate
  • Enantioselective
  • N-hexane
  • Phosphinothioic amide

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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