4.8 Article

Synthesis of Tetrazole-Fused Glycosides by a Tandem Fragmentation-Cyclization Reaction

Journal

ORGANIC LETTERS
Volume 14, Issue 13, Pages 3388-3391

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol3013638

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Funding

  1. Gobierno de Canarias [20100088]
  2. Ministerio de Educacion y Ciencia (Spain) [CTQ2007-67492/BQU]
  3. Fondo Europeo de Desarrollo Regional (FEDER)
  4. I3P-CSIC Program

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The fragmentation of anomeric alkoxyl radicals (ARF) and the subsequent intramolecular cyclization promoted by hypervalent iodine reagents provide an excellent method for the synthesis of tetrazolo-sugars. This new reaction offers additional advantages for the synthesis of these compounds, including the ready availability of the starting materials, experimental simplicity, mild conditions, and good yields.

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