分會

第十分會：元素/金屬有機化學

摘要

Z-Olefins are challenging synthetic targets due to their relative thermodynamic instability. It is noteworthy that Z-olefins with a homoallylic stereogenic center are frequently embedded in diverse natural products and bioactive molecules. In this regard, asymmetric allylic substitution reactions catalyzed by transition metals, such as Mo, Pd, Ir and Rh, have been widely used for constructing stereochemically-defined carbon–carbon and carbon–heteroatom bonds at the homoallylic position of branched or E-linear olefins1. However, analogous reactions for the synthesis of optically active Z-olefin products are rare. Herein, we report Ir-catalyzed asymmetric allylic substitution reactions that retain Z-olefin geometries2. With indole derivatives as prochiral nucleophiles, Ir-catalyzed Z-retentive asymmetric allylic substitution reactions afforded Z-cinnamylated pyrroloindolines and analogs in high yields and enantioselectivity

關(guān)鍵詞

asymmetric allylic substitution;Ir-catalyzed;prochiral nucleophiles;Z-retentive

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