Syntheses of Diarylheptanoids and 3-Substituted Isocoumarins
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All reactions were carried out in oven dried glass wares. Reactions requiring inert atmosphere were carried out under nitrogen atmosphere. Dry THF was distilled as needed from Na/benzophenone ketyl. All anhydrous solvents were prepared according to standard procedures. Solvents used for chromatography were LR grade. Thin-layer chromatography was performed on aluminum plates coated with silica gel 60. Visualization was observed by UV light irradiation or by dipping into (Hanessian¿s stain) a solution of cerium (IV) sulfate (2.5 g) and ammonium molybdate (6.25 g) in 10% sulfuric acid (250 mL) f...
All reactions were carried out in oven dried glass wares. Reactions requiring inert atmosphere were carried out under nitrogen atmosphere. Dry THF was distilled as needed from Na/benzophenone ketyl. All anhydrous solvents were prepared according to standard procedures. Solvents used for chromatography were LR grade. Thin-layer chromatography was performed on aluminum plates coated with silica gel 60. Visualization was observed by UV light irradiation or by dipping into (Hanessian¿s stain) a solution of cerium (IV) sulfate (2.5 g) and ammonium molybdate (6.25 g) in 10% sulfuric acid (250 mL) followed by charring on a hot plate. For olefins, permanganate stain was used (3 g potassium permanganate, 20 g potassium carbonate, 5 mL 5% sodium hydroxide, 300 mL water). For aldehydes, 2,4-DNP stain prepared by dissolving 6 g of 2, 4-dinitrophenylhydrazine in 30 mL of sulfuric acid and 40 mL of water in 100 mL of 95% ethanol was used.
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