A vinylogous Michael addition-triggered quadruple cascade reaction for the enantioselective generation of multiple quaternary stereocenters
| Autor: | Yeong Jiunn Jang, Shu Mei Yang, Yan Cheng Liou, Praneeth Karanam, Wenwei Lin, Madhusudhan Reddy Ganapuram, Yu Sheng Yeh, Ping Yao Tseng, Min Wang |
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| Rok vydání: | 2019 |
| Předmět: |
010405 organic chemistry
Chemistry Stereochemistry Metals and Alloys Enantioselective synthesis General Chemistry 010402 general chemistry 01 natural sciences Catalysis 0104 chemical sciences Surfaces Coatings and Films Electronic Optical and Magnetic Materials Stereocenter Cascade reaction Materials Chemistry Ceramics and Composites Michael reaction |
| Zdroj: | Chemical Communications. 55:1398-1401 |
| ISSN: | 1364-548X 1359-7345 |
| Popis: | An efficient organocatalytic quadruple cascade reaction resulting in spiroxindole scaffolds bearing five quaternary stereocenters is reported. The complex cascade reaction is triggered by the scarcely explored vinylogous Michael addition of 3-alkylidene oxindoles to fully substituted enones and demonstrates the usefulness of the latter as efficient Michael acceptors in generating complex caged products in 26–92% yields, 14–98% ee and up to >25 : 1 d.r. values. |
| Databáze: | OpenAIRE |
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