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Published on: May 17, 2016
Tandem catalysis for asymmetric coupling of ethylene and enynes to functionalized cyclobutanes
Vinayak Vishnu Pagar1, T V RajanBabu2
1Department of Chemistry and Biochemistry, The Ohio State University, Columbus, OH 43210, USA.
Abstract:
Transformation of simple precursors into structurally complex cyclobutanes, present in many biologically important natural products and pharmaceuticals, is of considerable interest in medicinal chemistry. Starting from 1,3-enynes and ethylene, both exceptionally inexpensive starting materials, we report a cobalt-catalyzed route to vinylcyclobutenes, as well as the further enantioselective addition of ethylene to these products to form complex cyclobutanes with all-carbon quaternary centers. These reactions can proceed in discrete stages or in a tandem fashion to achieve three highly selective carbon-carbon bond formations in one pot using a single chiral cobalt catalyst.
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