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Synthesis 2007(12): 1890-1897
DOI: 10.1055/s-2007-965976
DOI: 10.1055/s-2007-965976
PSP
© Georg Thieme Verlag Stuttgart · New York
Palladium-Catalyzed Alkynylation (Sonogashira Coupling) at C-5 of the Uracil Moiety in Modified Unsaturated Pyranosyl Nucleosides
Further Information
Received
25 January 2007
Publication Date:
12 March 2007 (online)
Publication History
Publication Date:
12 March 2007 (online)
Abstract
Various unsaturated 4-(5-substituted-uracil-1-yl)glycopyranosides were synthesized in good yields by a palladium-catalyzed cross-coupling reaction of ethyl 6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-4-[5-iodo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl]-α-d-erythro-hex-2-enopyranoside with a range of acetylenic derivatives.
Key words
palladium - unsaturated carbohydrates - cross-coupling - nucleoside
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