Can I read Novel Nucleoside Analogues via Direct Attack of Carbon on EtoBox?

Novel Nucleoside Analogues via Direct Attack of Carbon by A. Mete; J.B. Hobbs; D.I.C. Scopes; R.F. Newton is a Chemistry article available to read on EtoBox.

What is Novel Nucleoside Analogues via Direct Attack of Carbon about?

Direct ring-opening of the epoxide ring in l-(5'-Q-trityl-.2',3'-anhydro-B-D-lyxo-Puranosyl) uracil (1) by lithium acetylide or vinylmagnesium bromide/cuprous iodide affords the corresponding 5'-~-trityl-3'-C-substituted-3'-deoxy-ara-uridinespecies. Nucleoside analogues are currently being widely investigated as potential antimetabolites,' and analogues of arabinonucleosides are of particular interest in view of the antitumour and antiviral activities of ara-cytidine and ara-adenosine.\* --Such analogues have frequently been generated by ring-opening of the oxirane ring of a lyxo-epoxide with a suitable nucleophilic species, such as a halide or pseudohalide, a procedure leading predominantly, if not exclusively, to formation of the 3'-substituted-3'-deoxy-ara-nucleoside.3 -However, this process does not seem to have been reported using carbon nucleophiles, and, indeed, such 3'-branched sugar nucleosides as have been described have generally been prepared via lengthy elaboration of the appropriately-branched sugars followed by condensation with nucleobases. 4 We report the utility of this approach in generating novel analogues of ara-nucleosides. -1-(5'-~-Trityl-2',3'-anhydro-6-D-ly

Who reads Novel Nucleoside Analogues via Direct Attack of Carbon?

Author

A. Mete; J.B. Hobbs; D.I.C. Scopes; R.F. Newton

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4039)

Published

1985

Language

EN

Field

Chemistry (Physical Sciences)