- Synthesis of tetrazole-fused glycosides by a tandem fragmentation-cyclization reaction.
Synthesis of tetrazole-fused glycosides by a tandem fragmentation-cyclization reaction.
Organic letters (2012-06-15)
Nieves R Paz, Andrés G Santana, Cosme G Francisco, Ernesto Suárez, Concepción C González
PMID22694091
ABSTRACT
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.
MATERIALS
Product Number
Brand
Product Description
Sigma-Aldrich
Tetrazole solution, suitable for DNA synthesis, filtered through a 1 μm filter, ~0.45 M in acetonitrile