Organocatalyzed enantioselective one-pot three-component access to indoloquinolizidines by a Michael addition-Pictet-Spengler sequence

Chem Commun (Camb). 2010 Apr 28;46(16):2733-5. doi: 10.1039/c001512a. Epub 2010 Mar 19.

Abstract

The enantioselective three-component Michael addition-Pictet-Spengler sequence of beta-ketoesters 1, alpha,beta-unsaturated aldehydes 2 and tryptamines 4 represents a facile and rapid one-pot access to highly substituted indoloquinolizidines in moderate to excellent yields and good to excellent enantioselectivities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Combinatorial Chemistry Techniques
  • Cyclization
  • Indoles / chemistry*
  • Molecular Structure
  • Organic Chemicals / chemistry
  • Quinolizidines / chemistry*
  • Stereoisomerism

Substances

  • Indoles
  • Organic Chemicals
  • Quinolizidines