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Pyrrolidine-oxadiazolone conjugate as new organocatalyst for asymmetric aldol condensation.
- Source :
-
Synthetic Communications . 2023, Vol. 53 Issue 12, p932-943. 12p. 3 Diagrams, 4 Charts. - Publication Year :
- 2023
-
Abstract
- A proline-based, chiral bi-functional organocatalyst containing both pyrrolidine and oxadiazolone heterocycle, has been successfully applied for stereoselective aldol reactions. The replacement of polar -COOH group of proline with bioisostere oxadiazolone ring provides excellent solubility of this catalyst in various organic solvents compared to low soluble proline. As a result, the organocatalyst effectively catalyzed the asymmetric condensation reaction between differently substituted aromatic aldehydes and various symmetrical and unsymmetrical ketones to produce the corresponding aldol products with excellent stereoselectivities (dr: 97:3, ee >99.9%) at room temperature in open-air. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00397911
- Volume :
- 53
- Issue :
- 12
- Database :
- Academic Search Index
- Journal :
- Synthetic Communications
- Publication Type :
- Academic Journal
- Accession number :
- 163553517
- Full Text :
- https://doi.org/10.1080/00397911.2023.2205593