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Organocatalytic Mannich type reactions of glyoxylate imines and related compounds.

Authors :
Šramel, Peter
Šebesta, Radovan
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]

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