An efficient synthesis of nitroalkenes by alkene cross metathesis: facile access to small ring systems

Org Lett. 2007 Jul 5;9(14):2613-6. doi: 10.1021/ol070557k. Epub 2007 Jun 6.

Abstract

A synthesis of highly functionalized nitroalkenes is reported that utilizes a cross metathesis (CM) reaction between simple aliphatic nitro compounds and a range of substituted alkenes. This chemistry offers a simple and attractive route to nitroalkenes that would otherwise be difficult to prepare, and that have a very useful application as precursors to a variety of heterocyclic entities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemical synthesis*
  • Alkenes / chemistry
  • Cyclization
  • Cyclopentanes / chemical synthesis
  • Cyclopentanes / chemistry
  • Indicators and Reagents
  • Isoxazoles / chemical synthesis
  • Isoxazoles / chemistry
  • Nitro Compounds / chemical synthesis*
  • Nitro Compounds / chemistry
  • Piperidines / chemical synthesis

Substances

  • Alkenes
  • Cyclopentanes
  • Indicators and Reagents
  • Isoxazoles
  • Nitro Compounds
  • Piperidines
  • piperidine