Novel tocopherol compounds. III. Reaction of 5a-Bromo-?-tocopherol with Nucleophiles
| العنوان: | Novel tocopherol compounds. III. Reaction of 5a-Bromo-?-tocopherol with Nucleophiles |
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| المؤلفون: | Thomas Rosenau, Wolf D. Habicher |
| المصدر: | Journal f�r Praktische Chemie/Chemiker-Zeitung. 338:647-653 |
| بيانات النشر: | Wiley, 1996. |
| سنة النشر: | 1996 |
| مصطلحات موضوعية: | Steric effects, Vitamin E, medicine.medical_treatment, Alkylation, Metal, Para position, chemistry.chemical_compound, chemistry, Nucleophile, visual_art, visual_art.visual_art_medium, medicine, Organic chemistry, lipids (amino acids, peptides, and proteins), Phenols, Tocopherol |
| الوصف: | The synthesis of different classes of 5a-substituted tocopherols is described. These compounds are potent antioxidants and highly interesting as vitamin E carriers. The reaction of the readily available 5a-bromo-α-tocopherol with alcohols and phenols is shown to produce 5a-alkoxy-α-tocopherols (3–5, 8, 9) and 5a-aryloxy-α-tocopherols (6, 7), respectively, with high yields. 5a-α-Tocopheryl esters (10, 11) are prepared by reaction with metal carboxylates. 5a-Bromo-α-tocopherol is used as well to introduce tocopheryl groups into tertiary amines by quaternization, that renders these compounds (13, 14) soluble in water and in common organic solvents. 5a-Bromo-α-tocopherol also reacts as an alkylating agent with sterically hindered phenols in a Friedel-Crafts reaction. Phenols not highly substituted are exclusively alkylated in the para position at room temperature or below, whereas at higher temperature the para-as well as the ortho-alkylated product is observed. |
| تدمد: | 1521-3897 0941-1216 |
| الوصول الحر: | https://explore.openaire.eu/search/publication?articleId=doi_________::937444af03186c5abe78a950c0bb59d4Test https://doi.org/10.1002/prac.199633801123Test |
| حقوق: | CLOSED |
| رقم الانضمام: | edsair.doi...........937444af03186c5abe78a950c0bb59d4 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15213897 09411216 |
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