Regio- and stereospecific synthesis of dl-4,5-dibromo-4,5-dideoxy-3,6-O-methyl-chiro-inositol
Autor: | Latif Kelebekli, Kadir Aksu, Ertan Şahin |
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Rok vydání: | 2018 |
Předmět: |
chemistry.chemical_classification
010405 organic chemistry Alkene Organic Chemistry Halogenation 010402 general chemistry 01 natural sciences Biochemistry Medicinal chemistry Sodium methoxide 0104 chemical sciences chemistry.chemical_compound Stereospecificity chemistry Drug Discovery Moiety Chiro-inositol Derivative (chemistry) |
Zdroj: | Tetrahedron Letters. 59:1258-1260 |
ISSN: | 0040-4039 |
DOI: | 10.1016/j.tetlet.2018.02.050 |
Popis: | 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. |
Databáze: | OpenAIRE |
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