Synthesis of tetrazole-fused glycosides by a tandem fragmentation-cyclization reaction.
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.
Instituto de Productos Naturales y Agrobiología del C.S.I.C., Avenida Astrofísico Francisco Sánchez 3, 38206 La Laguna, Tenerife, Spain.
Nieves R
NR
Paz
Andrés G
AG
Santana
Cosme G
CG
Francisco
Ernesto
E
Suárez
Concepción C
CC
González
D000438:Alcohols / Q000737:chemistry*; D003500:Cyclization; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013777:Tetrazoles / Q000737:chemistry*
D000438:Alcohols; D006027:Glycosides; D013777:Tetrazoles; C059688:alkoxyl radical; C045574:1H-tetrazole