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PhenylsulfenylD-ribofuranosides as efficient ribosyl donors: Application to the synthesis of [1′,-13C]-(deoxy)nucleosides

✍ Scribed by Luc Chanteloup; Jean-Marie Beau

Book ID: 104215757
Publisher: Elsevier Science
Year: 1992
Tongue: French
Weight: 263 KB
Volume: 33
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)79089-7

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✦ Synopsis

Readily available phenylsu~fenyl 23,5-tri-O-benzoyi-~-D-ribofuranoside glycosylates silylated nucleobases in a fast, high-yielding and stereoselective reaction promoted by trimethylsilyl trifluoromethanesulfonate. The method has been applied to the synthesis of [1"-13C] labelled nucleosides further transformed to building blocks ready for oligodeoxynucleotide construction.

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