Benzannulation with tandem pericyclic reactions

ORGN 122

Keith A. Korthals, kkorthals@hotmail.com and William D. Wulff, wulff@chemistry.msu.edu. Department of Chemistry, Michigan State University, East Lansing, MI 48824-1322
The focus of this work is on the ortho-quinone methides generated in situ from the reaction of Fischer carbene complexes and propargyl ethers that undergo pericyclic reactions either by electrocyclization to give chromens or Diels-Alder reactions giving hexahydrodibenzopyrans. The scope of these tandem benzannulation / pericyclic reactions will be discussed. Stereochemical induction will be presented and discussed.