Regiodivergent Palladium-Catalyzed Alkene Difunctionalization Reactions for the Construction of Methylene Cyclobutanes and Methylene Cyclopentanes.
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DOI: 10.1021/acs.orglett.2c03308
Abstract: Regiodivergent palladium-catalyzed alkene difunctionalization reactions between diethyl malonate and 1,5-dienes bearing a triflate group at C2 are described. Use of tris(2,4-di-tert-butylphenyl)phosphite as a ligand leads to 4-exo-cyclization/functionalization to afford malonate-substituted methylene cyclobutanes. In contrast, the… read more here.
Keywords: regiodivergent palladium; palladium catalyzed; alkene difunctionalization; methylene cyclobutanes ... See more keywords
Synthesis of Sulfur-Containing Oxindoles by Photoinduced Alkene Difunctionalization via Sulfur 1,2-Relocation.
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DOI: 10.1021/acs.orglett.2c04189
Abstract: Organosulfur compounds are prevalent in various natural products, which have been widely applied in agrochemicals and pharmaceuticals. Herein, a new approach for the efficient construction of sulfur-containing oxindoles by photoinduced alkene difunctionalization via sulfur 1,2-relocation… read more here.
Keywords: sulfur; alkene difunctionalization; sulfur containing; containing oxindoles ... See more keywords
Pd-Catalyzed Alkene Difunctionalization Reactions of Malonate Nucleophiles: Synthesis of Substituted Cyclopentanes via Alkene Aryl-Alkylation and Akenyl-Alkylation.
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DOI: 10.1021/acs.orglett.9b01258
Abstract: The Pd-catalyzed coupling of malonate nucleophiles with alkenes bearing tethered aryl or alkenyl triflates is described. These alkene difunctionalization reactions afford malonate-substituted cyclopentanes that contain fused aryl or cycloalkenyl rings. The transformations generate a five-membered… read more here.
Keywords: substituted cyclopentanes; malonate nucleophiles; difunctionalization reactions; alkylation ... See more keywords
Catalytic Alkene Difunctionalization via Imidate Radicals.
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DOI: 10.1021/jacs.8b07578
Abstract: The first catalytic strategy to harness imidate radicals has been developed. This approach enables alkene difunctionalization of allyl alcohols by photocatalytic reduction of their oxime imidates. The ensuing imidate radicals undergo consecutive intra- and intermolecular… read more here.
Keywords: catalytic alkene; imidate; imidate radicals; difunctionalization via ... See more keywords