Mannich-type C-nucleosidations in the 5,8-diaza-7,9-dicarba-purine family.
[structure: see text] C-Nucleosidation with cyclic iminium salts occurring under mild reaction conditions and affording C-nucleosides that are isosteric with N-nucleosides of natural purines is shown to be a consistent property of the entire family of 2,6-(oxo or amino)-disubstituted 5,8-diaza-7,9-dicarba-purines.
Laboratory of Organic Chemistry, Swiss Federal Institute of Technology, Hönggerberg, HCI-H309, CH-8093 Zürich, Switzerland.
Bo
B
Han
Bernhard
B
Jaun
Ramanarayanan
R
Krishnamurthy
Albert
A
Eschenmoser
D009682:Magnetic Resonance Spectroscopy; D009705:Nucleosides / Q000737:chemistry*; D011687:Purines / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet
D009705:Nucleosides; D011687:Purines