Laboratory of Synthetic and Medicinal Chemistry, Faculty of Pharmaceutical Sciences, Tohoku Medical and Pharmaceutical University.
Laboratory of Organic and Pharmaceutical Chemistry, Faculty of Pharmaceutical Sciences, Tohoku Medical and Pharmaceutical University.
Chem Pharm Bull (Tokyo). 2021 Feb 1;69(2):232-235. doi: 10.1248/cpb.c20-00816. Epub 2020 Nov 26.
The concise syntheses of two alkylated hydroquinone natural products, violaceoids A and C, were accomplished by a protecting-group-free method employing the commercially available 2,5-dihydroxybenzaldehyde as the starting material. The key strategy of the syntheses is the utilization of alkenylboronic acid as both the coupling and temporary protective reagents to efficiently introduce the requisite alkenyl side chain of violaceoid A. Moreover, the synthesis of violaceoid C is reported here for the first time.
两种烷基化氢醌天然产物，即紫堇酮 A 和 C 的简洁合成是通过一种无保护基方法实现的，该方法以商业可得的 2,5-二羟基苯甲醛为起始原料。合成的关键策略是利用烯基硼酸作为偶联和临时保护试剂，有效地引入紫堇酮 A 所需的烯基侧链。此外，本文首次报道了紫堇酮 C 的合成。
