Straightforward C-8 alkylation of adenosine analogues with tetraalkyltin reagents

A one step synthesis of the 8-methyl-, 8-ethyl -and 8-vinyl derivatives of adenosine, 2′-deoxyadenosine and 2′,3′-dideoxyadenosine starting from the readily available 8-bromo congeners is described. This reaction makes use of a transient silylation procedure and a Pd(0) catalysed cross-coupling with...

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Veröffentlicht in:Tetrahedron letters 1992, Vol.33 (17), p.2413-2416
Hauptverfasser: Mamos, P, Van Aerschot, Arthur, Weyns, N, Herdewijn, Piet
Format: Artikel
Sprache:eng
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Zusammenfassung:A one step synthesis of the 8-methyl-, 8-ethyl -and 8-vinyl derivatives of adenosine, 2′-deoxyadenosine and 2′,3′-dideoxyadenosine starting from the readily available 8-bromo congeners is described. This reaction makes use of a transient silylation procedure and a Pd(0) catalysed cross-coupling with tetraorganotin reagents. © 1992.
ISSN:0040-4039