Synthesis of tetrazole-fused glycosides by a tandem fragmentation-cyclization reaction.

Org Lett

Instituto de Productos Naturales y Agrobiología del C.S.I.C., Avenida Astrofísico Francisco Sánchez 3, 38206 La Laguna, Tenerife, Spain.

Published: July 2012

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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http://dx.doi.org/10.1021/ol3013638DOI Listing

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