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

Journal Article


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.

Publication Date


  • 2015

Citation


  • 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.

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers/3035

Number Of Pages


  • 7

Start Page


  • 6529

End Page


  • 6536

Volume


  • 80

Issue


  • 13

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.

Publication Date


  • 2015

Citation


  • 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.

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers/3035

Number Of Pages


  • 7

Start Page


  • 6529

End Page


  • 6536

Volume


  • 80

Issue


  • 13