Journal
ORGANIC LETTERS
Volume 8, Issue 16, Pages 3565-3568Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol061350e
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Spirocyclic C-arylribosides were synthesized from the known-ribonolactone derivative. Lithium acetylide addition followed by glycosylation with 3-(trimethylsilyl) propargyl alcohol converted the ribonolactone to silylated diynes. After desilylation or iodination, subsequent rutheniumcatalyzed cycloaddition of resultant diynes with alkynes or chloroacetonitrile gave spirocyclic C-arylribosides.
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