12 research outputs found

    Coumarins from Free <i>ortho</i>-Hydroxy Cinnamates by Heck-Matsuda Arylations: A Scalable Total Synthesis of (<i>R</i>)‑Tolterodine

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    Free <i>ortho</i>-hydroxy cinnamate ester derivatives are evaluated in the synthesis of structurally diverse 4-aryl-coumarins <i>via</i> a tandem Heck-Matsuda cyclization reaction. Free phenolic groups were considered incompatible with such a reaction, which usually provide the corresponding diazo dyes. A concise and scalable route employing a ligand-free, Pd-catalyzed Heck-Matsuda arylation under aerobic conditions for the preparation of (<i>R</i>)-Tolterodine in high overall yield and <i>ee</i> is also presented

    Synthesis of Heterocycles via Electrophilic Cyclization of Alkynes Containing Heteroatom

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