Synthesis of Six-Membered Ring Nucleoside Analogues through the Palladium-Catalyzed Tandem Allylic Substitution Reaction
Abstract
We have developed an efficient Pd-catalyzed tandem allylic substitution reaction for the synthesis of six-membered ring nucleoside analogues. This strategy employs α-purine-substituted acetophenones (α-purine-substituted acetone) as challenging dinucleophiles, which react with 2-methylenepropane-1,3-diyl diacetate to afford the corresponding products in high yields (up to 91%) across a broad range of substrates (21 examples). The use of commercially available catalysts, a broad substrate scope, and the potential application value of the products make this approach highly attractive and pioneering in the field.
Fields of Study & Subjects
HIV/AIDS drug development and treatment
Biochemical and Molecular Research
Cyclopropane Reaction Mechanisms
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 6
- Pages
- 2538–2542
- Publication date
- 2 February 2026
- Language
- EN