The stereochemistry of ring-opening of 3-alkyl-1,1-dihalocyclopropenes to vinylcarbenes at ambient temperature

Article abstract of DOI:10.1016/S0040-4039(00)61290-X

Reaction of 3-alkyl-1,2-dibromocyclopropenes with electron-rich or electron-poor alkenes in solution at 0 - 20°C leads to cyclopropanes apparently derived by stereoselective trapping of a single isomer of a vinylcarbene; in the absence of an alkene, the cyclopropenes rearrange to alknes.