917081-56-2Relevant academic research and scientific papers
Synthesis of (Carbo)nucleoside analogues by [3+2] annulation of aminocyclopropanes
Racine, Sophie,Denanteuil, Florian,Serrano, Eloisa,Waser, Jerome
, p. 8484 - 8487 (2014)
(Carbo)nucleoside derivatives constitute an important class of pharmaceuticals, yet there are only few convergent methods to access new analogues. Here, we report the first synthesis of thymine-, uracil-, and 5-fluorouracil-substituted diester donor-acceptor cyclopropanes and their use in the indium- and tin-catalyzed [3+2] annulations with aldehydes, ketones, and enol ethers. The obtained diester products could be easily decarboxylated and reduced to the corresponding alcohols. The method gives access to a broad range of new (carbo)nucleoside analogues in only four or five steps and will be highly useful for the synthesis of libraries of bioactive compounds.
Efficient N-arylation and N-alkenylation of the five DNA/RNA nucleobases
Jacobsen, Mikkel F.,Knudsen, Martin M.,Gothelf, Kurt V.
, p. 9183 - 9190 (2007/10/03)
(Chemical Equation Presented) A general approach to N-arylation and N-alkenylation of all five DNA/RNA nucleobases at the nitrogen atom normally attached to the sugar moiety in DNA or RNA has been developed. Various protected or masked nucleobases engaged
