General and selective syn-carboxylation-trifluoromethylation of terminal alkynes: application to the late-stage modification of dehydrocholic acid
| Autor: | Chang Xiao, Xiaoming Zhang, Hai-Xing Wan, Song-Lin Zhang |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
chemistry.chemical_classification
Trifluoromethyl 010405 organic chemistry Trifluoromethylation Carboxylic acid Metals and Alloys Biological activity General Chemistry 010402 general chemistry 01 natural sciences Combinatorial chemistry Enol Catalysis 0104 chemical sciences Surfaces Coatings and Films Electronic Optical and Magnetic Materials chemistry.chemical_compound chemistry Carboxylation Materials Chemistry Ceramics and Composites Surface modification Dehydrocholic acid |
| Zdroj: | Chemical communications (Cambridge, England). 55(28) |
| ISSN: | 1364-548X |
| Popis: | A general and selective method is developed that allows difunctionalization of terminal alkynes by a Cu(iii)-CF3 complex and a carboxylic acid regioselectively and with unusual syn-stereochemistry. This method is broadly applicable to various carboxylic acids and terminal alkynes, producing a range of biologically active trifluoromethyl enol carboxylic esters. The synthetic potential of this method is further demonstrated by the late-stage functionalization of a complex pharmaceutical compound dehydrocholic acid. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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