4.8 Article

Versatile synthesis of rare nucleotide furanoses

Journal

ORGANIC LETTERS
Volume 9, Issue 25, Pages 5227-5230

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol702392x

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Direct activation of unprotected thioimidoyl furanosides yielded in only one step and few minutes a panel of rare uridine 5'-diphosphofuranoses. Diastereoselectivity of the reaction was tightly connected with reaction time, temperature, and nature of the furanosyl donor. This approach was totally selective since no ring expansion from the initial five-membered ring to the more stable pyranose form was observed.

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