The synthesis of cyclopropano nucleosides.
A tricyclic, fused cyclopropano nucleoside 8 containing a ketal group was synthesized by the one-pot seven sequential reactions of a trimesylated allofuranosyl adenine derivative 6 with Mg(OMe)2. When KOH was used instead of Mg(OMe)2, an alpha, beta-unsaturated ketonucleoside 7 was obtained.
Kawana
M
M
Institute of Physical and Chemical Research (RIKEN), Saitama, Japan.
Kuzuhara
H
H
D000241:Adenosine / Q000031:analogs & derivatives / Q000737:chemistry; D001643:Bridged Bicyclo Compounds / Q000737:chemistry; D003521:Cyclopropanes / Q000737:chemistry*; D007202:Indicators and Reagents; D015394:Molecular Structure; D009705:Nucleosides / Q000138:chemical synthesis*
D001643:Bridged Bicyclo Compounds; D003521:Cyclopropanes; D007202:Indicators and Reagents; D009705:Nucleosides; C079768:6-amino-9-(1-methoxy-2,7-dioxatricyclo(3.3.0(4,6))octan-8-yl)purine; C030797:cyclopropane; D000241:Adenosine