Highly stereoselective construction of novel dispirooxindole-imidazolidines via self-1,3-dipolar cyclization of ketimines

Highly stereoselective construction of novel dispirooxindole-imidazolidines via self-1,3-dipolar cyclization of ketimines
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DOI:
10.1039/c5ob00954e
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发表时间:
2015-01-01
影响因子:
3.2
通讯作者:
Yang, Hua
Yang, Hua
中科院分区:
化学3区
文献类型:
--
作者:
Sun, Yan-Hua;Xiong, Yu;Yang, Hua

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通过酸促进的酮亚胺与苯胺的自1,3-偶极环加成反应,成功地组装了双螺吲哚-咪唑烷环体系。通常,获得了优异的非对映选择性(仅形成单一立体异构体)和良好的产率(高达94%)。因此,这种自我-1,3-偶极环加成协议提供了一个新的dipiroheterocyclic骨架容易获得。
An acid-promoted self-1,3-dipolar cycloaddition of ketimines derived from isatins and benzylamines was successfully developed to assemble unprecedented dispirooxindole-imidazolidine ring systems. Generally, excellent diastereoselectivities (only a single stereoisomer formed) and good yields (up to 94%) were obtained. Consequently, this self-1,3-dipolar cycloaddition protocol offers facile access to a novel dispiroheterocyclic skeleton.