| Autor: |
Elías Rodríguez, María del Pilar, Carmona Asenjo, Ana Teresa, Moreno Vargas, Antonio José, Robina Ramírez, Inmaculada |
| Přispěvatelé: |
Universidad de Sevilla. Departamento de Química orgánica, Ministerio de Ciencia e Innovación (MICIN). España, Junta de Andalucía |
| Jazyk: |
angličtina |
| Rok vydání: |
2022 |
| Předmět: |
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| Popis: |
Iminosugar derivatives containing a pyrrolidine-phosphine moiety were prepared from carbohydrates and used as catalysts in the [3 + 2] cycloaddition reaction between alkyl allenoates and electron-deficient imines. The corresponding 1,2,3,5-tetrasubstituted pyrrolines were obtained in good yields and diastereoselectivities but with moderate enantiocontrol. The stereochemical outcome of the reaction depends on the substituent at the nitrogen atom and hydroxyl groups, the configuration of the stereogenic centers and the distance between the diphenylphosphine group and the pyrrolidine skeleton of the catalyst. The preparation of both enantiomers of the catalyst allowed the corresponding enantiomeric pyrrolines to be obtained with similar yields, diastereo- and enantioselectivities. Ministerio de Ciencia e Innovación CTQ2016–77270-R, PID2020-116460RB-100 Junta de Andalucía FQM-345 |
| Databáze: |
OpenAIRE |
| Externí odkaz: |
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