通过 3-异硫氰酸基吲哚与 2-氨基丙烯酸酯的[3 + 2]环加成反应构建具有氨基季立体中心的螺环硫脲。
Construction of spirothioureas having an amino quaternary stereogenic center via a [3 + 2] annulation of 3-isothiocyanato oxindoles with 2-aminoacrylates.
机构信息
Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, Meilong Road No. 130, Shanghai, 200237, China.
出版信息
Org Biomol Chem. 2018 Dec 5;16(47):9218-9222. doi: 10.1039/c8ob02748j.
A useful and convenient strategy for the diastereoselective synthesis of spirothioureas having an amino quaternary stereogenic center via a [3 + 2] annulation of 3-isothiocyanato oxindoles with 2-aminoacrylates was established. A diverse set of spirooxindole derivatives were synthesized in good to excellent yields and diastereoselectivities. Good enantioselectivities (up to 96 : 4 er) were obtained in the subsequent asymmetric study.
通过 3-异硫氰酸基吲哚与 2-氨基丙烯酸酯的[3 + 2]环加成反应，建立了一种用于具有氨基季碳立体中心的螺硫代脲的非对映选择性合成的有用且方便的策略。合成了一系列具有良好至优异产率和非对映选择性的螺[吲哚啉-2,3′-吡咯]衍生物。在随后的不对称研究中，获得了良好的对映选择性（高达 96 : 4 er）。
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