Bronsted base-catalyzed direct 1,6-conjugate addition of butenolide to p-quinone methides.
Bronsted base-catalyzed direct 1,6-conjugate addition of butenolide to p-quinone methides.
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布朗斯台德碱催化丁烯内酯直接 1,6-共轭加成到对醌甲基化物。
DOI：
10.1002/ajoc.202300176
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发表时间：
2023
影响因子：
2.7
通讯作者：
Masakatsu Shibasaki
中科院分区：
文献类型：
--
作者：
Jin Cui;Sadhanendu Samanta;Takumi Watanabe;Masakatsu Shibasaki
丁内酯是许多天然产物中普遍存在的结构元素。丁烯内酯的乙烯共轭加成是生成具有潜在生物活性的天然产物和/或类天然产物化合物的最有前途的合成方法之一。在本报告中，通过布朗斯台德碱催化进行丁烯内酯顶醌甲基化物的直接1,6-共轭加成，这为获得感兴趣的分子提供了一条有效的途径。该反应通过丁烯内酯的区域选择性 γ 攻击进行，并表现出良好的官能团耐受性。
Butyrolactones are prevalent structural elements in many natural products. Vinylogous conjugate additions of butenolides are among the most promising synthetic methods for generating natural products and/or natural product‐like compounds with potential biological activities. In this report, direct 1,6‐conjugate addition of butenolide top‐quinone methides via Brønsted base catalysis was performed, which provides an efficient route to interesting molecules. The reaction proceeds with a regioselective γ‐attack of butenolide and shows good functional group tolerance.