Nickel(II)-Catalyzed Diastereo- and Enantioselective [3 2] Cycloaddition of alpha-Ketoesters with 2-Nitrovinylindoles and 2-Nitrovinylpyrroles
Nickel(II)-Catalyzed Diastereo- and Enantioselective [3 2] Cycloaddition of alpha-Ketoesters with 2-Nitrovinylindoles and 2-Nitrovinylpyrroles
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镍 (II) 催化的非对映选择性和对映选择性 [3 2] α-酮酯与 2-硝基乙烯基吲哚和 2-硝基乙烯基吡咯的环加成
DOI：
10.1002/cjoc.201800572
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发表时间：
2019
影响因子：
5.4
通讯作者：
Deng Wei Ping
中科院分区：
文献类型：
--
作者：
Yang Wu Lin;Sun Zhong Tao;Sun Hao;Deng Wei Ping
主要观察和结论总结α-酮酯与2-硝基乙烯基吲哚和2-硝基乙烯基吡咯的催化不对称[3+2]环加成反应已经建立。该策略允许构建具有三个连续立构中心的结构多样的吡咯并[1,2-a]吲哚，其产率普遍较高，立体选择性良好至优异（产率高达98％，> 98：2 dr，99％ee）。通过环加合物的衍生化有效合成四环精神药物类似物，显示了该策略的巨大合成潜力。
Summary of main observation and conclusionThe catalytic asymmetric [3+2] cycloaddition of α‐ketoesters with 2‐nitrovinylindoles and 2‐nitrovinyl‐ pyrroles has been established. This strategy allowed the construction of structurally diverse pyrrolo[1,2‐a]indoles bearing three contiguous stereocenters in generally high yields and good to excellent stereoselectivities (up to 98% yield, > 98 : 2 dr, 99% ee). The efficient synthesis of tetracyclic psychotropic compound analogueviathe derivatization of cycloadduct showed the great synthetic potential of this strategy.