Publications by authors named "Emma Naulin"

Article Synopsis
  • The study presents a novel biogenetic synthesis strategy that combines electrooxidation and heterodimerization to generate various analogues of the fissoldhimine alkaloid.
  • Under acidic conditions, 2-alkoxypyrrolidine-1-carboxamides undergo Shono oxidation, resulting in the formation of -heterodimers with impressive yields and selectivity in their spatial arrangement.
  • The use of chiral phosphoric acid in enantioselective heterodimerization further enhances the process, yielding -heterodimers with high levels of enantioselectivity.
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Conjugated trienes are fascinating building blocks for the rapid construction of complex polycyclic compounds. However, limited success has been achieved due to the challenging regioselectivity control. Herein, we report an enantio- and diastereoselective process allowing to regioselectively control the functionalization of H-triene-carbamates.

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Suzuki-Miyaura cross-coupling reactions of aryl/vinyl sulfonates/halides with various boron species were performed using an easily available -dichlorobis(XPhos)palladium(II) precatalyst. Under microwave assistance, more than 30 coupling products were obtained with yields ranging from 23 to 99%, including the synthesis of two bioactive compounds, dubamine and tamoxifen. A mechanistic investigation of the Suzuki-Miyaura reaction was conducted notably by nuclear magnetic resonance (NMR) and high-resolution mass spectroscopy, revealing the nature of the active Pd species and of the reducing entity.

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