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Oligonucleosides with a Nucleobase-Including Backbone, Part 1, Concept, Force-Field Calculations, and Synthesis of Uridine-Derived Monomers and Dimers

✍ Scribed by Simon Eppacher; Nathalie Solladié; Bruno Bernet; Andrea Vasella

Publisher
John Wiley and Sons
Year
2000
Tongue
German
Weight
432 KB
Volume
83
Category
Article
ISSN
0018-019X

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Oligonucleosides with a Nucleobase-Inclu
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## Abstract A linear and a convergent synthesis of uridine‐derived backbone‐base‐dedifferentiated (backbone including) oligonucleotide analogues were compared. The __Sonogashira__ cross‐coupling of the alkyne 1 and the iodide 2 gave the dimer 4 that was __C__‐desilylated and again coupled with 2 to

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## Abstract In contradistinction to the corresponding __Grignard__ reagent, bis[(trimethylsilyl)ethynyl]zinc reacted with the 5′‐oxoadenosine **3** diastereoselectively to the __β__‐D‐__allo__‐hept‐6‐ynofuranosyladenine **5**. Lithiation/iodination of the monomeric propargyl alcohol **5** and of th