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Dynamic Kinetic Resolution of α-Purine Substituted Alkanoic Acids: Access to Chiral Acyclic Purine Nucleosides
- Source :
- Organic letters. 21(1)
- Publication Year :
- 2018
-
Abstract
- An efficient route to construct chiral acyclic purine nucleoside analogues via dynamic kinetic resolution of α-purine substituted alkanoic acids is reported. Using ( S)-BTM as the catalyst, diverse chiral acyclic purine nucleoside analogues were obtained in moderate to good yields (up to 93%) and high enantioselectivities (up to 98% ee). Chiral acyclic purine nucleosides could be obtained from the esterified products via reduction reaction, which could then be transferred into Tenofovir analogues.
- Subjects :
- inorganic chemicals
Purine
Tenofovir
Carboxylic Acids
010402 general chemistry
01 natural sciences
Biochemistry
Redox
Catalysis
Kinetic resolution
chemistry.chemical_compound
medicine
heterocyclic compounds
Physical and Theoretical Chemistry
Molecular Structure
010405 organic chemistry
organic chemicals
Organic Chemistry
Combinatorial chemistry
0104 chemical sciences
Kinetics
chemistry
Purines
Thermodynamics
Nucleoside
medicine.drug
Subjects
Details
- ISSN :
- 15237052
- Volume :
- 21
- Issue :
- 1
- Database :
- OpenAIRE
- Journal :
- Organic letters
- Accession number :
- edsair.doi.dedup.....cfa33edbacab1b8ad39a33696d52d4db