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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… Click to show full abstract
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:
stereospecific synthesis;
dibromo dideoxy;
synthesis dibromo;
dideoxy methyl;
chiro inositol;
regio stereospecific
Journal Title: Tetrahedron Letters
Year Published: 2018
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Journal Title: Tetrahedron Letters
Year Published: 2018
Link to full text (if available)
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recommendations!