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2005
Nucleic acids
U 0700
Efficient Pyrimidine N-1-Alkylation via Activation of Electron Rich Olefins with
Salts: Synthesis of Methoxy TEMPO Substituted Pyrimidine
16- 184 Oxoammonium
Nucleoside Analogues. — This procedure utilizes an oxoammonium salt as the electrophilic activation reagent to initiate an 1,2-addition process to olefins yielding
nucleoside analogues as products. Reduction of the N—O bond in these analogues
opens the possibility of preparing of acyclic nucleoside analogues with plausible
enzyme inhibitory activity. Furthermore, the bulkiness of the methoxy TEMPO group
may be used for an approach to examine how sugar ring conformations can be controlled by 2'-substitution. — (CHURCH*, K. M.; HOLLOWAY, L. M.; MATLEY, R.
C.; BROWER, R. J. I.; Nucleosides, Nucleotides Nucleic Acids 23 (2004) 11,
1723-1738; Dep. Chem., Univ. Dayton, Dayton, OH 45469, USA; Eng.) —
H. Hoennerscheid
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