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- Title
Heteroaromatic N-Oxides Modified with a Chiral Oxazoline Moiety, Synthesis and Catalytic Applications.
- Authors
Wrzeszcz, Zuzanna; Siedlecka, Renata
- Abstract
Interesting properties of N-oxides and pyridine oxazoline compounds have become the starting point to synthesize compounds connecting both groups. A multi-step synthesis of a series of chiral oxazoline substituted pyridine N-oxides, alkyl derived of pyridine N-oxides, bipyridine N-oxides, and isoquinoline N-oxides, based on amino alcohols derived from natural amino acids or other previously prepared, is presented herein. Various synthetic pathways have been designed and tested according to the properties and limitations imposed by the target products. The encountered problems related to the stability of the products were discussed. The resulting compounds (eighteen structures) were tested as catalysts in th e allylation of benzaldehyde (obtaining up to 79% ee) as well as in nitroaldol reaction (obtaining up to 48% ee).
- Subjects
OXAZOLINE; NITROALDOL reactions; AMINO alcohols; MOIETIES (Chemistry); CATALYST testing; ISOQUINOLINE
- Publication
Catalysts (2073-4344), 2021, Vol 11, Issue 4, p444
- ISSN
2073-4344
- Publication type
Article
- DOI
10.3390/catal11040444