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烯丙基吡唑酰胺与异吲哚酮的直接对映选择性乙烯基化羟醛-环化串联反应：螺环氧化吲哚-二氢吡喃酮的不对称构建

Direct enantioselective vinylogous aldol-cyclization cascade reaction of allyl pyrazoleamides with isatins: asymmetric construction of spirocyclic oxindole-dihydropyranones.

作者信息

Li Tian-Ze, Jiang Yu, Guan Yu-Qing, Sha Feng, Wu Xin-Yan

机构信息

Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. China.

出版信息

Chem Commun (Camb). 2014 Sep 25;50(74):10790-2. doi: 10.1039/c4cc04235b.

DOI:10.1039/c4cc04235b
PMID:25019965
Abstract

The first enantioselective vinylogous aldol-cyclization cascade reaction of allyl pyrazoleamides with isatins is reported. With 1 mol% of Takemoto catalyst, optically active spirocyclic oxindole-dihydropyranones were obtained in excellent yields (93-99%) and good-to-excellent enantioselectivities (82-97% ee).

摘要

报道了烯丙基吡唑酰胺与异吲哚酮的首例对映选择性烯醇型羟醛-环化串联反应。使用1 mol%的武田催化剂，可获得光学活性的螺环氧化吲哚-二氢吡喃酮，产率优异（93-99%），对映选择性良好至优异（对映体过量值为82-97%）。

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