Yanji Song, Yuqiao Zhou, Zheng Tan, Ziliang Jiao, Xiaoming Feng and Xiaohua Liu
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引用次数: 0
Abstract
An interesting asymmetric organocatalytic cascade reaction of 3-hydroxyoxindoles with coumarins was accomplished using a chiral bisguanidinium hemisalt. A series of enantioenriched spirobenzofuran indolinones were afforded in high yields with high diastereo- and enantioselectivities. The reaction was found to involve several steps: an intermolecular Michael reaction, transesterification, a retro-Michael reaction, substitution and decarboxylation, and then an intramolecular Michael reaction to yield the product. The final step of this cascade is found to be the stereo-determining step. In addition, this reaction provides a facile route for the late-stage modification of several drug molecules via the installation of the spirobenzofuran indolinone scaffold.
期刊介绍：
Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.
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