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甲基取代的烯基丁内酯与异吲哚酮的高度对映选择性串联乙烯基醇醛反应/酯交换反应,用于构建手性螺环氧化吲哚-二氢吡喃酮。

Highly enantioselective sequential vinylogous aldol reaction/transesterification of methyl-substituted olefinic butyrolactones with isatins for the construction of chiral spirocyclic oxindole-dihydropyranones.

作者信息

Wang Zhen-Hua, Zhang Xia-Yan, Lei Chuan-Wen, Zhao Jian-Qiang, You Yong, Yuan Wei-Cheng

机构信息

Institute for Advanced Study, Chengdu University, Chengdu 610106, China.

National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China.

出版信息

Chem Commun (Camb). 2019 Aug 14;55(63):9327-9330. doi: 10.1039/c9cc04427b. Epub 2019 Jul 17.

Abstract

A highly stereoselective sequential vinylogous aldol reaction/transesterification of methyl-substituted olefinic butyrolactones and isatins was developed. With this developed protocol, a series of chiral spirocyclic oxindole-dihydropyranones were obtained in good to excellent yields (73-99%) and enantioselectivities (71-97% ee).

摘要

开发了一种高度立体选择性的甲基取代的烯属丁内酯和异吲哚酮的连续乙烯基醇醛反应/酯交换反应。通过这种开发的方法,以良好至优异的产率(73-99%)和对映选择性(71-97% ee)获得了一系列手性螺环氧化吲哚-二氢吡喃酮。

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