Amination of allylic alcohols in water at room temperature

Org Lett. 2009 Jun 4;11(11):2377-9. doi: 10.1021/ol900235s.

Abstract

The "trick" to carrying out regiocontrolled aminations of allylic alcohols in water as the only medium is use of a nanomicelle's interior as the organic reaction solvent. When HCO(2)Me is present, along with the proper base and source of catalytic Pd, allylic amines are cleanly formed at room temperature.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Allyl Compounds / chemical synthesis
  • Allyl Compounds / chemistry*
  • Amination
  • Amines / chemical synthesis*
  • Amines / chemistry
  • Catalysis
  • Combinatorial Chemistry Techniques
  • Molecular Structure
  • Palladium / chemistry
  • Stereoisomerism
  • Temperature
  • Water / chemistry

Substances

  • Allyl Compounds
  • Amines
  • Water
  • Palladium