Enantioselective Photocatalytic [3 + 2] Cycloadditions of Aryl Cyclopropyl Ketones
| Autor: | Tehshik P. Yoon, Adrian G. Amador, Evan M. Sherbrook |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
Cyclopropanes
Cycloaddition Reaction 010405 organic chemistry Chemistry Aryl Enantioselective synthesis Stereoisomerism General Chemistry Ketones 010402 general chemistry Photochemical Processes 01 natural sciences Biochemistry Catalysis Article 0104 chemical sciences chemistry.chemical_compound Colloid and Surface Chemistry Photocatalysis Benzene Derivatives Organic chemistry Cyclopentane Cyclobutanes |
| Zdroj: | Journal of the American Chemical Society. 138(14) |
| ISSN: | 1520-5126 |
| Popis: | Control of stereochemistry in photocycloaddition reactions remains a substantial challenge, and almost all successful catalytic examples to date have involved [2+2] photocycloadditions of enones. We report a method for the asymmetric [3+2] photocycloaddition of aryl cyclopropyl ketones that enables the enantiocontrolled construction of densely substituted cyclopentane structures that are not synthetically accessible using other catalytic methods. These results show that the dual-catalyst strategy developed in our laboratory broadens synthetic chemists’ access to classes of photochemical cycloadditions that have not previously been feasible in enantioselective form. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|