Hexopyranosyl bromide preparation

A further example has been given of the synthesis of a 2-deoxy-aldose by the addition of water to a glycal, but, as this reaction is known to be accompanied by competing eliminations,1 it is being replaced in synthetic work by more-specific addition procedures, for example, methoxymercuration (see p. 210). From the 4-deoxy derivative of D-glucal, prepared by standard procedures from 2,3,6-tri-O-acetyl-4-deoxy-D-xy/o-hexopyranosyl bromide, 2,4-dideoxy-D-threo-hexose was obtained.35... 

Dideoxy-L-/> xo-hexopyranosyl-c-pyrromicinone and l-Aeoxy-n-erythro-pentopyranosyl-carminomycinone.-daunomycinone, and - -pyrromicinone have been prepared from the appropriate mycinone and glycosyl bromide by Koenigs-Knorr procedures. ... 

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