Pd-Catalyzed Amination of Nucleoside Arylsulfonates to yield N6-Aryl-2,6-Diaminopurine Nucleosides

Substituents on both the nucleoside arylsulfonate as well as the aryl amine component have a significant impact on their coupling to form 2,6‐diaminopurine‐2′‐deoxyribonucleosides (see scheme). A systematic study of ligands for the Pd catalysts in amination and CC cross‐coupling reactions gives ins...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2004-11, Vol.43 (46), p.6372-6377
Main Authors: Gunda, Padmaja, Russon, Larry M., Lakshman, Mahesh K.
Format: Article
Language:English
Subjects:
Amination
Arylsulfonates - chemistry
Catalysis
CC coupling
Ligands
Molecular Structure
nucleosides
Nucleosides - chemistry
palladium
Palladium - chemistry
phosphane ligands
Purines - chemistry
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Summary:Substituents on both the nucleoside arylsulfonate as well as the aryl amine component have a significant impact on their coupling to form 2,6‐diaminopurine‐2′‐deoxyribonucleosides (see scheme). A systematic study of ligands for the Pd catalysts in amination and CC cross‐coupling reactions gives insight into the structural elements that lead to effective catalysis.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200460782