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Organocatalytic enantioselective aminoalkylation of pyrazol-3-ones with aldimines generated in situ from α-amido sulfones
- Source :
- Carceller-Ferrer, Laura Vila Descals, Carlos Blay Llinares, Gonzalo Fernández Picot, Isabel Muñoz, M. Carmen Pedro, José Ramón 2019 Organocatalytic Enantioselective Aminoalkylation of Pyrazol-3-ones with Aldimines Generated in Situ from α-Amido Sulfones Organic & Biomolecular Chemistry 17 46 9859 9863, RODERIC. Repositorio Institucional de la Universitat de Valéncia, instname
- Publication Year :
- 2019
- Publisher :
- Royal Society of Chemistry (RSC), 2019.
-
Abstract
- Herein, an efficient asymmetric aminoalkylation of pyrazolones with α-amido sulfones catalyzed by a quinine-derived squaramide in dichloromethane/aqueous media has been established. A variety of chiral amines were obtained with high yields (up to 98%) and excellent enantioselectivities (up to 99% ee). The corresponding products are transformed into optically active acetylated pyrazoles after treatment with Ac2O/Et3N, because of the instability of some adducts. The reaction tolerates a wide range of α-amido sulfones and different pyrazolones.
- Subjects :
- In situ
chemistry.chemical_classification
Aldimine
010405 organic chemistry
Organic Chemistry
Enantioselective synthesis
Squaramide
010402 general chemistry
01 natural sciences
Biochemistry
0104 chemical sciences
Adduct
Catalysis
chemistry.chemical_compound
Catàlisi
chemistry
Pyrazolones
Organic chemistry
Physical and Theoretical Chemistry
Química orgànica
Dichloromethane
Subjects
Details
- ISSN :
- 14770539 and 14770520
- Volume :
- 17
- Database :
- OpenAIRE
- Journal :
- Organic & Biomolecular Chemistry
- Accession number :
- edsair.doi.dedup.....53b511203dc89ed60ac383cee770fb58