A new linker for anchoring/masking primary amines on solid support

Org Lett. 2005 Feb 17;7(4):565-8. doi: 10.1021/ol047710k.

Abstract

A polymer-supported diketone was synthesized and used to fully protect/mask primary amines by the formation of a pyrrole ring. Various reactions can be performed on this system which then can be cleaved with full restoration of the amine functionality. The resin can also be recycled at least once without loss of purity of the final compound. [structure: see text]

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemistry*
  • Ketones / chemical synthesis*
  • Models, Molecular
  • Pyrroles / chemical synthesis

Substances

  • Amines
  • Ketones
  • Pyrroles