Aziridinyl anions from a chiral, nonracemic 2-isopropylidineaziridine: surprisingly diastereoselective alkylation reactions

JF Hayes, N Prevost, I Prokes, M Shipman, Alexandra Martha Zoya Slawin, H Twin

Research output: Other contribution

24 Citations (Scopus)

Abstract

Lithiation and alkylation of a 2-isopropylidineaziridine bearing an (S)-alpha-methylbenzyl group on nitrogen proceeds with high levels of diastereocontrol (80-90% de).

Original languageEnglish
Volume21
DOIs
Publication statusPublished - 2003

Keywords

  • OPTICALLY-ACTIVE FORM
  • NONSTABILIZED AZIRIDINYLMAGNESIUMS
  • ASYMMETRIC-SYNTHESIS
  • TERT-BUTYLLITHIUM
  • CU(I) IODIDE
  • RING
  • SULFINYLAZIRIDINES
  • TRANSFORMATIONS
  • SUBSTITUTION
  • LITHIATION

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