Herein we report a platinum‐catalyzed isomerization of cyclopropenes to 1,3‐dienes. Diverse dienylated alcohols were obtained in 42‐98% yield. The synthetic potential of the products was demonstrated by their use in… Click to show full abstract
Herein we report a platinum‐catalyzed isomerization of cyclopropenes to 1,3‐dienes. Diverse dienylated alcohols were obtained in 42‐98% yield. The synthetic potential of the products was demonstrated by their use in Diels‐Alder cycloadditions with various dienophiles. Isotope labelling studies provide strong support for a mechanism involving pericyclic [1,5]‐σ‐bond rearrangement of a vinyl platinum carbene intermediate.
               
Click one of the above tabs to view related content.