Double Thiol-Chiral Bronsted Base Catalysis: Asymmetric Cross Rauhut-Currier Reaction and Sequential [4 2] Annulation for Assembly of Different Activated Olefins
Double Thiol-Chiral Bronsted Base Catalysis: Asymmetric Cross Rauhut-Currier Reaction and Sequential [4 2] Annulation for Assembly of Different Activated Olefins
复制标题
双硫醇-手性布朗斯台德碱催化：不对称交叉 Rauhut-Currier 反应和顺序 [4 2] 成环组装不同活化的烯烃
DOI：
10.1021/acs.orglett.9b02944
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发表时间：
2019
期刊：
影响因子：
5.2
通讯作者：
Chen Ying Chun
中科院分区：
文献类型：
--
作者：
Zhou Zhi;He Qing;Jiang Ying;Ouyang Qin;Du Wei;Chen Ying Chun
A double catalytic system combining 2-mercaptobenzoic acid and a chiral phase transfer substance was disclosed for the intermolecular cross Rauhut–Currier reaction of 2-cyclopentenone and isatin-based alkylidene malononitriles. The resulting chiral adducts were sequentially assembled with diverse electron-deficient olefins to furnish highly enantioenriched cyclohexane derivatives (up to 96:4 er, >19:1 dr). A similar catalytic system of 2-mercaptobenzoic acid and quinine was further developed for the reaction of 2-cyclopentenone and α-cyano chalcones (up to 96.5:3.5 er).
