Palladium‐Catalyzed Direct Stereoselective Synthesis of Deoxyglycosides from Glycals

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.

Object Details

• Location: Deutsche Nationalbibliothek Frankfurt am Main
• Extent: Online-Ressource
• Language: Englisch

References and Relationships

• Bibliographic citation: Palladium‐Catalyzed Direct Stereoselective Synthesis of Deoxyglycosides from Glycals ; volume:56 ; number:13 ; year:2017 ; pages:3640-3644 ; extent:5 ; Angewandte Chemie / International edition. International edition ; 56, Heft 13 (2017), 3640-3644 (gesamt 5)

Contributors, Places and Time

• Creator: Sau, Abhijit ; Williams, Ryan ; Palo‐Nieto, Carlos ; Franconetti, Antonio ; Medina, Sandra ; Galan, M. Carmen

Further information

• DOI: 10.1002/anie.201612071
• URN: urn:nbn:de:101:1-2022092008541857727656
• Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
• Last update: 15.08.2025, 7:25 AM CEST