NDLI: Palladium‐Catalyzed Direct Stereoselective Synthesis of Deoxyglycosides from Glycals

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Palladium‐Catalyzed Direct Stereoselective Synthesis of Deoxyglycosides from Glycals

Content Provider	Scilit
Author	Sau, Abhijit Williams, Ryan Palo‐Nieto, Carlos Franconetti, Antonio Medina, Sandra Galan, M. Carmen
Copyright Year	2017
Description	Journal: Angewandte Chemie International Edition 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.
Related Links	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5484376/pdf
Ending Page	3644
Page Count	5
Starting Page	3640
ISSN	14337851
e-ISSN	15213773
DOI	10.1002/anie.201612071
Journal	Angewandte Chemie International Edition
Issue Number	13
Volume Number	56
Language	English
Publisher	Wiley-Blackwell
Publisher Date	2017-02-17
Access Restriction	Open
Subject Keyword	Journal: Angewandte Chemie International Edition Organic Chemistry Asymmetric Catalysis
Content Type	Text
Resource Type	Article
Subject	Chemistry Catalysis

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