Silver-catalyzed carbon-phosphorus functionalization of N-(p-methoxyaryl)propiolamides coupled with dearomatization: access to phosphorylated aza-decenones

Chem Commun (Camb). 2014 Nov 21;50(90):13998-4001. doi: 10.1039/c4cc06923d.

Abstract

Silver-catalyzed cascade difunctionalization of N-(p-methoxyaryl)propiolamides coupled with dearomatization was achieved and used to regiospecifically construct a variety of phosphorylated aza-decenones bearing adjacent quaternary stereocenters under mild conditions in moderate to excellent yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry*
  • Aza Compounds / chemical synthesis*
  • Aza Compounds / chemistry
  • Carbon / chemistry*
  • Catalysis
  • Ketones / chemical synthesis*
  • Ketones / chemistry
  • Molecular Structure
  • Phosphorus / chemistry*
  • Silver / chemistry*

Substances

  • Amides
  • Aza Compounds
  • Ketones
  • Phosphorus
  • Silver
  • Carbon