Alkoxy radicals, hypervalent iodine

TEMPO is a commercially available nitroxyl radical-containing reagent that catalyzes the oxidation of primary and secondary alcohols in conjunction with co-oxidants (oxygen, hypochlorite, bromite, hypervalent iodine, or peroxy acids).The catalyst is particularly useful for the oxidation of optically active a-alkoxy- or a-amino alcohols to the corresponding aldehydes without loss of enantiomeric purity. ... 

Armas, d.R, Francisco, C.G., and Suarez, E, Reagents with hypervalent iodine formation of convenient chiral synthetic intermediates by fragmentation of carbohydrate anomeric alkoxy radicals, Angew. Chem. Int. Ed. Engf., 31, 111, 1992. 

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