Regiospecific friedel-crafts acylationof 6-alkoxy-2-pyrones: Preparation of substituted aromatics and anthraquinones.
✍ Scribed by Michael E. Jung; Richard W. Brown
- Book ID
- 104234235
- Publisher
- Elsevier Science
- Year
- 1981
- Tongue
- French
- Weight
- 265 KB
- Volume
- 22
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
Friedel-Crafts acylation of 6-alkoxy-2-pyrones gives high yields of the 5-acyl-2-pyrones which undergo regioselective cycloaddition with various dienophiles. Adriamycin 1 and daunorubicin 1. are the anthracycline antitumor agents used most extensively in cancer chemotherapy today.2 Their use is limited by their severe cumulative cardiotoxicity.2 Several 11-desoxyanthracyclines have been isolated in the last few years, e.g., aclacinomycin 3 and 11-desoxy. adriamycin 4, which exhibit good antitumor properties and, more importantly, show lower cardiotoxicity.d c$gYs Recently, we reported the results of a facile preparation of tricyclic analogues