AI 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.
Article Abstract
This study develops a biogenetic synthesis strategy using electrooxidation and heterodimerization of -substituted pyrrolidine-1-carboxamides to create diverse analogues of the fissoldhimine alkaloid core. Under acidic conditions, 2-alkoxypyrrolidine-1-carboxamides from Shono oxidation formed -heterodimers with high yields and diastereoselectivity. Enantioselective heterodimerization using chiral phosphoric acid catalysis produced -heterodimers with high enantioselectivity.
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| http://dx.doi.org/10.1039/d4cc02616k | DOI Listing |
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Stereoselective synthesis of fissoldhimine alkaloid analogues sequential electrooxidation and heterodimerization of ureas.
Chem Commun (Camb)
October 2024
Institut de Chimie des Substances Naturelles, CNRS, Univ. Paris-Saclay, 1 Avenue de la Terrasse, 91198 Gif-sur-Yvette, Cedex, France.
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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