Ribonucleoside transformations. Synthesis of purine and pyrimidine nucleosides containing a fused cyclopropane ring.
Fused cyclopropano keto nucleosides were synthesized by the beta-elimination and/or deoxygenative 1,2-hydride shift of mesylated ribonucleosides followed by the cyclopropanation of the resulting 3'-deoxy-2'-keto-5'-mesylated intermediates in a one-pot manner. The configurations of the cyclopropano nucleosides were determined on the basis of their NOEs.
Kawana
M
M
RIKEN, Institute of Physical and Chemical Research, Saitama, Japan.
Kuzuhara
H
H
D003521:Cyclopropanes / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011687:Purines / Q000138:chemical synthesis* / Q000737:chemistry; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry; D012263:Ribonucleosides / Q000138:chemical synthesis* / Q000737:chemistry
D003521:Cyclopropanes; D011687:Purines; D011743:Pyrimidines; D012263:Ribonucleosides