Synthesis of fused bicyclic systems with nitrogen atom at the bridgehead, including indolizidines and quinolizidines

J Org Chem. 2011 May 6;76(9):3527-30. doi: 10.1021/jo102558u. Epub 2011 Mar 31.


Monocyclic as well as fused bicyclic systems with a nitrogen 10 atom at the bridgehead, including indolizidines and quinolizidines, can be prepared in four steps from N-Boc β-lactams. These easily prepared, highly robust, and flexible building blocks allow the incorporation of chirality and structural diversity, rendering the method feasible for diversity- as well as target-oriented synthesis.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Indolizidines / chemical synthesis*
  • Indolizidines / chemistry*
  • Nitrogen / chemistry*
  • Quinolizidines / chemical synthesis*
  • Quinolizidines / chemistry*
  • beta-Lactams / chemistry


  • Indolizidines
  • Quinolizidines
  • beta-Lactams
  • Nitrogen