Tandem catalysis for asymmetric coupling of ethylene and enynes to functionalized cyclobutanes.

Tandem catalysis for asymmetric coupling of ethylene and enynes to functionalized cyclobutanes.
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DOI:
10.1126/science.aat6205
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发表时间:
2018-07-06
期刊:
Science (New York, N.Y.)
影响因子:
--
通讯作者:
RajanBabu TV
RajanBabu TV
中科院分区:
其他
文献类型:
--
作者:
Pagar VV;RajanBabu TV

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A cobalt catalyst promotes [2+2] cycloaddition followed by enantioselective hydrovinylation for synthesis of cyclobutanes with chiral all-carbon quaternary centers. 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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