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The Pharmaceutical Society of Korea (대한약학회)
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Synthsis and Antiviral Evaluation of Novel 3'-and 4 -Doubly Branched Carbocyclic Nucleosides as Potential Antiviral Agents

  • Published : 2003.11.01
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Abstract

A series of 3'- and 4'-branched carbocyclic nucleosides 25, 26, 27, 28, 29 and 30 were synthesized starting from simple acyclic ketone derivatives. The construction of the required quaternary carbon was made using a [3,3]-sigmatropic rearrangement. In addition, the installation of a methyl group in the 3'-position was accomplished using a Horner-Wadsworth-Emmons (HWE) reaction with triethyl 2-phosphonopropionate. Bis-vinyl was successfully cyclized using a Grubbs' catalyst (Ⅱ). Natural bases (adenine, cytosine, uracil) were efficiently coupled with the use of a Pd(0) catalyst.

Keywords

References

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