We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Palladium-Catalyzed Direct Stereoselective Synthesis of Deoxyglycosides from Glycals.
- Authors
Sau, Abhijit; Williams, Ryan; Palo‐Nieto, Carlos; Franconetti, Antonio; Medina, Sandra; Galan, M. Carmen
- Abstract
Palladium(II) in combination with a monodentate phosphine ligand enables the unprecedented direct and α-stereoselective catalytic synthesis of deoxyglycosides from glycals. Initial mechanistic studies suggest that in the presence of N-phenyl-2-(di-tert-butylphosphino)pyrrole as the ligand, the reaction proceeds via an alkoxy palladium intermediate that increases the proton acidity and oxygen nucleophilicity of the alcohol. The method is demonstrated with a wide range of glycal donors and acceptors, including substrates bearing alkene functionalities.
- Subjects
PALLADIUM; LIGANDS (Chemistry); GLYCALS; CHEMICAL reactions; ALKENE synthesis
- Publication
Angewandte Chemie, 2017, Vol 129, Issue 13, p3694
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201612071