Phosphate mediated biomimetic synthesis of tetrahydroisoquinoline alkaloids

Chem Commun (Camb). 2011 Mar 21;47(11):3242-4. doi: 10.1039/c0cc05282e. Epub 2011 Jan 26.

Abstract

A one-pot synthesis of tetrahydroisoquinoline alkaloids in a phosphate buffer has been achieved, and a reaction mechanism proposed. The utilisation of mild reaction conditions readily afforded a range of isoquinolines, including norcoclaurine.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry
  • Alkaloids / chemical synthesis
  • Alkaloids / chemistry
  • Biomimetics
  • Dopamine / chemistry
  • Hydrogen-Ion Concentration
  • Phosphates / chemistry*
  • Stereoisomerism
  • Tetrahydroisoquinolines / chemical synthesis
  • Tetrahydroisoquinolines / chemistry*

Substances

  • Aldehydes
  • Alkaloids
  • Phosphates
  • Tetrahydroisoquinolines
  • higenamine
  • Dopamine