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Organocatalytic asymmetric fluorination of α-chloroaldehydes involving kinetic resolution
- Source :
- Beilstein Journal of Organic Chemistry, Beilstein Journal of Organic Chemistry, Vol 10, Iss 1, Pp 323-331 (2014)
- Publication Year :
- 2014
- Publisher :
- Beilstein-Institut, 2014.
-
Abstract
- In a previous study it was shown that the enantioselective α-fluorination of racemic α-chloroaldehydes with a chiral organocatalyst yielded the corresponding α-chloro-α-fluoroaldehydes with high enantioselectivity. It was also revealed that kinetic resolution of the starting aldehydes was involved in this asymmetric fluorination. This paper describes the determination of the absolute stereochemistry of a resulting α-chloro-α-fluoroaldehyde. Some information about the substrate scope and a possible reaction mechanism are also described which shed more light on the nature of this asymmetric fluorination reaction.
- Subjects :
- organo-fluorine
Reaction mechanism
chlorination
Chemistry
Organic Chemistry
Enantioselective synthesis
Substrate (chemistry)
asymmetric catalysis
Full Research Paper
fluorination
Kinetic resolution
lcsh:QD241-441
α-branched aldehyde
lcsh:Organic chemistry
Computational chemistry
Organic chemistry
lcsh:Q
lcsh:Science
organocatalyst
Subjects
Details
- Language :
- English
- ISSN :
- 18605397
- Volume :
- 10
- Database :
- OpenAIRE
- Journal :
- Beilstein Journal of Organic Chemistry
- Accession number :
- edsair.doi.dedup.....52dc918005b0817d581f3cd9451086ae