Aryl nucleoside H-phosphonates as a tool for investigation of stereospecificity during coupling.
It was found that in stereoselective condensations of ribonucleoside 3'-H-phosphonates with alcohols, the major diastereomer of the produced H-phosphonate diesters is formed from the minor diastereomer of the intermediate phosphonic-pivalic anhydride.
Sobkowski
Michal
M
Institute of Bioorganic Chemistry, Polish Academy of Sciences, Noskowskiego 12/14 61-704, Poznan, Poland. msob@ibch.poznan.pl
Jankowska
Jadwiga
J
Stawinski
Jacek
J
Kraszewski
Adam
A
D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D008967:Molecular Biology / Q000379:methods*; D008968:Molecular Conformation; D009705:Nucleosides / Q000737:chemistry*; D009711:Nucleotides / Q000737:chemistry; D063065:Organophosphonates / Q000737:chemistry*; D013237:Stereoisomerism
D009705:Nucleosides; D009711:Nucleotides; D063065:Organophosphonates