A linear asymmetric allylic alkylation of 3-aryl oxindole derivatives with vinyloxirane was reported by using a chiral oxalamide–phosphine (COAP)/Pd(0) complex as a catalyst, which provided chiral 3,3′-oxindole derivatives containing all-carbon quaternary stereocenters and allylic alcohol side chain in good yields with excellent regio- and enantioselectivity (up to 92% yield and 98% ee). The developed protocol provided a straightforward synthetic route with broad functional group tolerance under mild, base-free reaction conditions.

中文翻译：

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COAP/Pd 催化的带有全碳季立构中心和伯烯丙醇结构的手性 3,3'-二取代羟吲哚的不对称线性烯丙基烷基化


报道了使用手性草酰胺-膦(COAP)/Pd(0)配合物作为催化剂，3-芳基羟吲哚衍生物与乙烯基环氧乙烷进行线性不对称烯丙基烷基化，得到含有全碳季铵盐的手性3,3'-羟吲哚衍生物。立构中心和烯丙醇侧链的产率良好，具有出色的区域选择性和对映选择性（高达 92% 产率和 98% ee）。所开发的方案提供了一种简单的合成路线，在温和的无碱反应条件下具有广泛的官能团耐受性。