Diastereoselective Synthesis of cis-1,2-Dialkenylcyclopropanols and Subsequent Oxy-Cope Rearrangement

摘要

Tandem application on 1-cycloalkene-1-carboxy-late of the Kulinkovich hydroxycyclopropanation and the oxy-Cope rearrangement provides a stereoselective synthesis of fused bicyclic compounds (such as bicyclo[5.4.0]undecanes or bicyclo-[6.4.0]dodecanes) bearing several sites for further structural elaboration. Further mechanistic and synthetic studies, as well as the development of enantioselective hydroxycyclopropanation, will be reported in due course.