三氟甲磺酸铋促进的羟基吡喃酮与不饱和γ-酮酯的串联环化反应构建多环桥连吡喃并呋喃并吡喃酮
Bi(OTf)-promoted cascade annulation of hydroxy-pyranones and unsaturated γ-ketoesters for the construction of polycyclic bridged pyrano-furopyranones.
作者信息
Rathod Akshay B, Borade Balasaheb R, Sambherao Pooja I, Kontham Ravindar
机构信息
Organic Chemistry Division, CSIR-National Chemical Laboratory Dr Homi Bhabha Road, Pune-411008, India.
Academy of Scientific and Innovative Research (AcSIR), Ghaziabad-201002, India.
出版信息
Org Biomol Chem. 2024 Jan 17;22(3):496-500. doi: 10.1039/d3ob01862h.
An efficient protocol for constructing complex three dimensional polycyclic bridged chromano-furopyranones and pyrano-furopyranones (closely related to bioactive natural products) bismuth(III)-catalyzed cascade annulation of hydroxy-pyranones and unsaturated γ-ketoesters is presented. This process involves intermolecular Michael addition, intramolecular hemiketalization, lactonization, formation of one C-C bond and two C-O bonds, rings, and contiguous stereocenters.
本文提出了一种高效的合成复杂三维多环桥连色满-呋喃并吡喃酮和吡喃-呋喃并吡喃酮（与生物活性天然产物密切相关）的方法，该方法是通过铋(III)催化的羟基吡喃酮和不饱和γ-酮酯的串联环化反应实现的。这个过程涉及分子间迈克尔加成、分子内半缩酮化、内酯化、形成一个C-C键和两个C-O键、环以及相邻的立体中心。
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