Title

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

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.

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Link to publisher version (DOI)

http://dx.doi.org/10.1021/acs.joc.5b00672