title: Ribonucleoside transformations. Synthesis of purine and pyrimidine nucleosides containing a fused cyclopropane ring.
abstract: 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.
authors.affiliation: RIKEN, Institute of Physical and Chemical Research, Saitama, Japan.
authors.forename: M
authors.initials: M
authors.lastname: Kawana
authors.forename: H
authors.initials: H
authors.lastname: Kuzuhara
mesh_terms: 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
chemical_list: D003521:Cyclopropanes; D011687:Purines; D011743:Pyrimidines; D012263:Ribonucleosides