Cinchona Alkaloid Catalyzed Enantioselective [4+2] Annulation of Allenic Esters and in Situ Generated ortho-Quinone Methides: Asymmetric Synthesis of Functionalized Chromans
Cinchona Alkaloid Catalyzed Enantioselective [4+2] Annulation of Allenic Esters and in Situ Generated ortho-Quinone Methides: Asymmetric Synthesis of Functionalized Chromans
复制标题
金鸡纳生物碱催化对映选择性 [4 2] 六烯酸酯环化和原位生成邻醌甲基化物：功能化色满的不对称合成
DOI：
10.1021/acs.joc.7b00370
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发表时间：
2017-05-19
影响因子：
3.6
通讯作者：
Fan, Chun-An
中科院分区：
文献类型：
--
作者：
Deng, Yu-Hua;Chu, Wen-Dao;Fan, Chun-An
在金鸡纳生物碱的催化下，合成了一种与原位生成的邻苯二酚甲醚具有独特正邻位效应的新型对映体选择性[4+2]环化反应。这种手性胺催化的反应为合成有趣的、高度官能化的手性色胺的不对称催化构建提供了一条替代路线，具有良好的到优异的对映体选择性(高达97%ee)。
A novel enantioselective [4 + 2] annulation of the allenoates having a unique positive ortho-effect with in situ generated ortho-quinone methides has been developed under the catalysis of Cinchona alkaloid. This chiral amine-catalyzed reaction provides an alternative route to asymmetric catalytic construction of synthetically interesting, highly functionalized chiral chromans in good to excellent enantioselectivities (up to 97% ee).