Palladium-catalyzed enantioselective [5+4] annulation ofortho-quinone methides and vinylethylene carbonates
Palladium-catalyzed enantioselective [5+4] annulation ofortho-quinone methides and vinylethylene carbonates
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钯催化的邻醌甲基化物和乙烯基碳酸亚乙酯的对映选择性[5 4]环化
DOI：
10.1039/d0qo00128g
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发表时间：
2020
影响因子：
5.4
通讯作者：
Guo Hai-Ming
中科院分区：
文献类型：
--
作者：
Xia Chao;Wang Dong-Chao;Qu Gui-Rong;Guo Hai-Ming
采用不对称钯催化，建立了对邻醌类化合物与乙烯基碳酸酯的高对映选择性[5 + 4]环化反应。该反应可有效合成各种九元苯并二氮杂酮，收率高（高达88%），对映体选择性高（高达98%）。机理研究表明，[5 + 4]环化是通过手性膦和非手性钯催化剂的异常作用发生的。
Highly enantioselective [5 + 4] annulation of ortho-quinone methides with vinylethylene carbonates has been developed by asymmetric palladium catalysis. The reaction allows for efficient synthesis of various nine-membered benzodioxonines in good yields (up to 88%) with high enantioselectivity (up to 98%). Mechanistic studies indicate that the [5 + 4] annulation occurs through an unusual action of chiral phosphine and achiral palladium catalysts.