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Regio- and stereospecific synthesis of dl-4,5-dibromo-4,5-dideoxy-3,6-O-methyl-chiro-inositol
Authors:Latif Kelebekli  Kadir Aksu  Ertan ?ahin
Institution:1. Department of Chemistry, Ordu University, 52200 Ordu, Turkey;2. Department of Chemistry, Ataturk University, 25240 Erzurum, Turkey
Abstract:The regio- and stereospecific synthesis of dl-4,5-dibromo-4,5-dideoxy-3,6-O-methyl-chiro-inositol is reported. Bromination of p-benzoquinone followed by reduction of the carbonyl groups with NaBH4 gave the corresponding trans-dibromodiol compound, which was reacted with sodium methoxide to produce dimethoxy conduritol-B. Regiospecific bromination of the alkene moiety furnished the desired chiro-inositol derivative.
Keywords:Methoxy conduritol-B  Methoxy inositol  Regio- and stereospecific synthesis
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