• Professor P. Quadrelli (University of Pavia, Italy)

    Professor P. Quadrelli (University of Pavia, Italy)

     

Synthesis of N,O-nucleosides via an Ene Reaction

Paolo Quadrelli presents the synthesis of N,O-nucleosides from (nitrosocarbonyl)mesitylene.

N,O-Nucleosides from Ene Reaction of (Nitrosocarbonyl)mesitylene with Crotyl Alcohol: Selectivity, Scope, and Limitations: S. Carosso, M. G. Memeo, B. Bovio, E. Valletta, B. Macchi, P. Quadrelli
Synthesis 2017, 49, DOI: 10.1055/s-0036-1588695

The importance of nucleoside analogues in a number of areas of drug discovery and chemical biology continues to act as a spur to develop practical and efficient synthetic methods for accessing these compounds. Recently, the group of Professor Paolo Quadrelli at the University of Pavia (Italy) devised and reported a new strategy relying on the ene reaction for preparing N,O-nucleosides.

  • Synthesis of N,O-nucleosides via an ene reaction

    Synthesis of N,O-nucleosides via an ene reaction

      vergrößern

Professor Quadrelli said: 

“Sterically encumbered nitrosocarbonyl intermediates react with allylic alcohols and are able to activate the route towards 5-hydroxyisoxazolidines. These heterocycles are easily functionalized with a variety of heterobases and their biological behavior against several viruses as well as the potential apoptotic activities are actually investigated in collaboration with international research groups.” 

Get Trial Access to the chemistry journals
Download SYNFORM or read it online