4-Fluoro-2,4-methanoproline

Org Lett. 2009 Dec 17;11(24):5674-6. doi: 10.1021/ol902381w.

Abstract

The first fluorinated analogue of the naturally occurring 2,4-methanoproline, 4-fluoro-2,4-methanoproline, has been synthesized in five steps from commercially available methyl 2-fluoroacrylate through a photochemical cyclization as a key step in generating a 2-azabicyclo[2.1.1]hexane skeleton.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Azabicyclo Compounds / chemical synthesis*
  • Azabicyclo Compounds / chemistry
  • Catalysis
  • Cyclization
  • Hydrocarbons, Fluorinated / chemical synthesis*
  • Hydrocarbons, Fluorinated / chemistry
  • Molecular Structure
  • Proline / analogs & derivatives*
  • Proline / chemical synthesis
  • Proline / chemistry*

Substances

  • Azabicyclo Compounds
  • Hydrocarbons, Fluorinated
  • Proline