4.7 Article

α-Selective Ribofuranosylation of Alcohols with Ribofuranosyl Iodides and Triphenylphosphine Oxide

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 79, Issue 16, Pages 7656-7664

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo500632h

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Funding

  1. A-STEP from JST
  2. Toukai Foundation for Technology
  3. Grants-in-Aid for Scientific Research [26410175, 25109521, 25410111, 25105719, 26105720] Funding Source: KAKEN

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Ribofinanosylation of a variety of alcohols with ribofuranosyl iodides in the presence of a base and triphenylphosphine oxide afforded the corresponding alpha-ribofuranosides with diastereoselectivities >= 99:1. This reaction can be carried out under mildly basic conditions and is thus compatible with acid-sensitive functional groups.

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