Synthesis of new sugar derivatives having potential antitumour activity : Part XV. 2,3:4,5-dianhydro-1,6-dibromo-1,6-dideoxy-D-iditol and -galactitol

Add time:09/25/2019    Source:sciencedirect.com

The synthesis of 2,3:4,5-dianhydro-1,6-dibromo-1,6-dideoxy-D-iditol and -galactitol and some of their derivatives, starting from 1,6-dibromo-1,6-dideoxy-3,4-O-isopropylidene-D-mannitol, is described. The galactitol derivative was formed via 3,5-di-O-acetyl-1,6-dibromo-1,6-dideoxy-D-mannitol, an unusual acyl-migration product of the corresponding 2,5-diacetate. The mechanism of this acyl migration is discussed.

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