Chiral Bis(oxazoline)-Copper Complex Catalyzed Asymmetric Alkenylation of Isatin Imines and 3-Vinylindoles for Construction of Optically Active 3-Alkenyl-3-aminooxindoles.
Chiral Bis(oxazoline)-Copper Complex Catalyzed Asymmetric Alkenylation of Isatin Imines and 3-Vinylindoles for Construction of Optically Active 3-Alkenyl-3-aminooxindoles.
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DOI：
10.1021/acs.orglett.9b04063
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发表时间：
2019-12
期刊：
影响因子：
5.2
通讯作者：
Wei-Ting Hu;Xiao-yun Li;Wu-Tao Gui;Jia-Yu Yu-Jia-Yu-Yu-2115938430;Wei Wen;Qixiang Guo
中科院分区：
文献类型：
--
作者：
Wei-Ting Hu;Xiao-yun Li;Wu-Tao Gui;Jia-Yu Yu-Jia-Yu-Yu-2115938430;Wei Wen;Qixiang Guo
描述了第一个催化不对称烯基化的isatin亚胺。该反应由手性双（恶唑啉）-铜络合物促进，得到了结构多样的3-烯基-3-氨基辛多衍生物，收率高，具有优异的非对映选择性和高至优异的对映选择性。产物可以很容易地转化为多环吲哚衍生物而不损失对映选择性。提出了一种似是而非的手性诱导机制来解释所观察到的立体选择性控制。
The first catalytic asymmetric alkenylation of isatin imines is described. The reaction, which is promoted by a chiral bis(oxazoline)-copper complex, gives structurally diverse 3-alkenyl-3-aminooxindole derivatives in excellent yields, and with excellent diastereoselectivities and high-to-excellent enantioselectivities. The products can be readily converted to polycyclic indole derivatives without loss of enantioselectivity. A plausible chirality-induced mechanism is proposed to explain the observed stereoselective control.