Investigation of a flexible enantiospecific approach to aziridines

J Org Chem. 2008 Feb 1;73(3):1128-30. doi: 10.1021/jo7023637. Epub 2008 Jan 8.

Abstract

A flexible approach to functionalized and enantioenriched aziridines has been developed from an intermediate aziridinylmethyl tosylate. This protocol features a Cu-catalyzed Grignard substitution reaction that allows a range of functionalized organic fragments to be incorporated. Moreover, a convenient one-pot procedure is outlined that allows the trityl group to be exchanged for a range of common N-protecting groups.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkylation
  • Aziridines / chemical synthesis*
  • Aziridines / chemistry
  • Copper / chemistry
  • Molecular Structure
  • Stereoisomerism

Substances

  • Aziridines
  • Copper