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膦催化含酸性氢的联烯酸酯与1,1-二氰基烯烃的(4 + 2)环化反应

Phosphine-Catalyzed (4 + 2) Annulation of Allenoates Bearing Acidic Hydrogen with 1,1-Dicyanoalkenes.

作者信息

Gao Zhenzhen, Zhou Xiaoming, Xie Lei, Wang Xuekun, Wang Shiben, Liu Honglei, Guo Hongchao

机构信息

School of Pharmaceutical Sciences, Liaocheng University, Liaocheng, Shandong 252059, P. R. China.

College of Materials Science and Engineering, Qingdao University, Qing dao, Shandong 266071, P. R. China.

出版信息

J Org Chem. 2024 May 17;89(10):7169-7174. doi: 10.1021/acs.joc.4c00564. Epub 2024 Apr 28.

Abstract

α-succinimide-substituted allenoates were employed as phosphine acceptors in phosphine-catalyzed (4 + 2) annulation with 1,1-dicyanoalkenes. They served as C4 synthons in the annulation reaction under mild reaction conditions and produced hexahydroisoindole derivatives in moderate to high yields with good to excellent diastereoselectivities.

摘要

α-琥珀酰亚胺取代的丙二烯酸酯被用作膦催化的与1,1-二氰基烯烃的(4 + 2)环化反应中的膦受体。它们在温和的反应条件下作为环化反应中的C4合成子,以中等至高产率和良好至优异的非对映选择性生成六氢异吲哚衍生物。

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