Premium
Nucleoside, XXVI. Eine neue Umwandlung von N‐heterocyclischen Diribosiden in Monoriboside
Author(s) -
Ienaga Kazuharu,
Pfleiderer Wolfgang
Publication year - 1977
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19771101026
Subject(s) - chemistry , stereochemistry , medicinal chemistry
Nucleosides, XXVI. A New Transformation of N‐Heterocyclic Diribosides into Monoribosides The utility of 1,3‐diribosides of the lumazine‐ ( 1 ) and alloxazine series ( 5, 6 ) in N → N ‐transglycosidations has been investigated. The diribosides undergo a HgBr 2 ‐catalysed conproportionation reaction with the free aglycones to form the N ‐1‐( 3, 9, 10 ) and N ‐3‐monoribosides ( 4, 11, 12 ) in a 3:1‐ratio. A mechanism is discussed which suits all experimental facts.