Ring-opening of vinylcyclopropane-1,1-dicarboxylates by boronic acids under ligandless palladium catalysis in neat water

Authors

Jiexiang Yin, University of WollongongFollow
Christopher J. T Hyland, University of WollongongFollow

RIS ID

102260

Publication Details

Yin, J. & Hyland, C. J. T. (2015). Ring-opening of vinylcyclopropane-1,1-dicarboxylates by boronic acids under ligandless palladium catalysis in neat water. Journal of Organic Chemistry, 80 (13), 6529-6536.

Abstract

We report a highly efficient ring-opening reaction of vinylcydopropanes by boronic acids in water, using palladium nanoparticles formed from Pd(OAc)(2) under ligandless conditions. Unsubstituted vinylcydopropanes provide linear addition products with high selectivity, while a switch in regioselectivity to branched products is observed for aryl-substituted vinylcydopropanes.