Combining two-directional synthesis and tandem reactions: new access to 3,5-disubstituted pyrrolizidines and first total synthesis of alkaloid cis-223B

Chem Commun (Camb). 2009 Apr 28:(16):2207-9. doi: 10.1039/b900451c. Epub 2009 Mar 3.

Abstract

Two new tandem reactions for the synthesis of 3,5-disubstituted pyrrolizidines and the first total synthesis of alkaloid cis-223B (in 7 steps and 43% overall yield), involving a double cross metathesis and double Michael addition as key steps, are presented.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyclization
  • Models, Molecular
  • Pyrrolizidine Alkaloids / chemical synthesis*
  • Pyrrolizidine Alkaloids / chemistry

Substances

  • Pyrrolizidine Alkaloids