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A General Synthesis of C6‐Azolyl Purine Nucleosides
Author(s) -
Lagisetty Pallavi,
Russon Larry M.,
Lakshman Mahesh K.
Publication year - 2006
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200504565
Subject(s) - xantphos , chemistry , purine , stereochemistry , combinatorial chemistry , nucleoside , deoxyribonucleosides , catalysis , organic chemistry , palladium , enzyme
Catalysis by a Pd–Xantphos complex allows the synthesis of unusual symmetrical and unsymmetrical nucleoside dimers (see structure; R′=OR, H). Various azolyl units can be introduced at the C6 position of purine nucleosides, including systems such as melatonin and an amino acid. Bromo‐ and chloropurine ribo‐ and 2′‐deoxyribonucleosides are effective substrates for this CN(sp 2 ) bond‐forming reaction.