Copper(I)-Catalyzed Intramolecular Asymmetric Double C-Arylation for the Formation of Chiral Spirocyclic Bis-oxindoles
| Autor: | Zhuoji Deng, Xinhao Zhang, Jiajie Feng, Ting Liu, Chen Chen, Rajendraprasad Kotagiri, Qian Cai, Guangxiong Zhou |
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| Rok vydání: | 2019 |
| Předmět: |
010405 organic chemistry
Organic Chemistry Substrate (chemistry) chemistry.chemical_element 010402 general chemistry 01 natural sciences Biochemistry Medicinal chemistry Oxidative addition Copper 0104 chemical sciences Catalysis chemistry.chemical_compound chemistry Intramolecular force Functional group Density functional theory Physical and Theoretical Chemistry |
| Zdroj: | Organic letters. 21(12) |
| ISSN: | 1523-7052 |
| Popis: | A copper-catalyzed intramolecular asymmetric double C-arylation reaction was developed. The method provides a facile approach to chiral spiro bis-oxindoles in high yields and with good to excellent enantioselectivities. It also shows a broad substrate scope and good functional group tolerance. Density functional theory (DFT) calculations were conducted and revealed that the enantioselectivity is determined at the oxidative addition of Cu(I) into the second C–I bond. |
| Databáze: | OpenAIRE |
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