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Oligonucleosides with a Nucleobase-Including Backbone. Part 12. Synthesis of Mixed Ethynylene-Linked Uridine- and Adenosine-Derived Tetramers.

✍ Scribed by Simon Eppacher; Punit Kumar Bhardwaj; Bruno Bernet; Jose Luis Bravo Gala; Thomas Knoepfel; Andrea Vasella


Publisher
John Wiley and Sons
Year
2005
Weight
8 KB
Volume
36
Category
Article
ISSN
0931-7597

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Oligonucleosides with a Nucleobase-Inclu
✍ Simon Eppacher; Punit Kumar Bhardwaj; Bruno Bernet; José Luis Bravo Gala; Thomas 📂 Article 📅 2004 🏛 John Wiley and Sons 🌐 German ⚖ 201 KB

## 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

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