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Organocatalytic Mannich type reactions of glyoxylate imines and related compounds.
- Source :
-
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry . Jun2024, Vol. 143, pN.PAG-N.PAG. 1p. - Publication Year :
- 2024
-
Abstract
- [Display omitted] Chiral β-amino carbonyl compounds serve as a useful building block in synthesizing diverse molecules. Organocatalytic Mannich-type reactions of glyoxylate imines provide efficient access to compounds with additional ester functionality. This article overviews recent advances in Mannich-type reactions using iminoester acceptor derivatives. In the first part, organocatalysts operating via covalent activation are discussed. The focus is on enamine-forming organocatalysts such as pyrrolidine-derived catalysts as well as catalysts based on other structural motifs. The second part deals with non-covalent organocatalysts, such as thioureas, squaramides, and more acidic chiral Brønsted acids. The new catalysts or their combinations allow for achieving high enantioselectivities and desired diastereoselectivities. Applications in the synthesis of target compounds are also demonstrated. [ABSTRACT FROM AUTHOR]
- Subjects :
- *MANNICH reaction
*IMINES
*BRONSTED acids
*CARBONYL compounds
*CATALYSTS
*ENAMINES
Subjects
Details
- Language :
- English
- ISSN :
- 00404039
- Volume :
- 143
- Database :
- Academic Search Index
- Journal :
- Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 177849805
- Full Text :
- https://doi.org/10.1016/j.tetlet.2024.155129